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Robbie-MicrosoftCopilot
Robbie-Microsoft
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Copilot
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fix: path2 e2e bug fixes - mTLS handshake fully working
Bugs fixed during manual path 2 (Managed Identity mTLS PoP) testing: 1. AttestationLibrary.java: DLL requires non-null log function pointer - Added LogCallback JNA Callback interface with NOOP_LOG static instance - Changed logFunc field type from Pointer to LogCallback - Without this fix: InitAttestationLib returns 0xFFFFFFF8 (invalid args) 2. Pkcs10Builder.java: CSR attributes tag must be 0xA0 (constructed) - Changed contextImplicit(0, attrSeq) -> contextExplicit(0, attrSeq) - PKCS#10 [0] IMPLICIT Attributes uses 0xA0 (context + constructed), not 0x80 - Without this fix: IMDS returns HTTP 400 'CSR is invalid' 3. CngSignatureSpi.java: null guard and provider interaction fixes - engineInitVerify throws InvalidKeyException so chooseProvider() skips our SPI for verification (server cert, signature checks); SunRsaSign handles those correctly without CNG involvement - Added null guards to engineUpdate overloads - engineInitSign converts IllegalStateException -> InvalidKeyException 4. pom.xml: Added build-helper-maven-plugin (e2e sources) and maven-shade-plugin (fat JAR with signature file stripping) 5. e2e test driver: Path2ManagedIdentity.java added - Mirrors msal-go path2_managedidentity/main.go - Tests first call (full IMDS flow), second call (cert cache), downstream End-to-end test results on Azure VM (centraluseuap): - AttestationClientLib.dll: initialized and attestation token obtained - IMDS /issuecredential: binding cert issued (HTTP 200) - mTLS handshake to centraluseuap.mtlsauth.microsoft.com: SUCCESS - AAD token endpoint: AADSTS392196 (tenant config, same as MSAL.NET) The AADSTS392196 error is environment-specific (resource not configured for certificate-bound tokens in this tenant), not a code bug. Behavior matches MSAL.NET reference implementation exactly. Co-authored-by: Copilot <223556219+Copilot@users.noreply.github.com>
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‎msal4j-mtls-extensions/pom.xml‎

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</dependencies>
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<build>
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<!-- Include e2e sources only when running the exec plugin; they are excluded from the main JAR. -->
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<plugins>
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<plugin>
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<groupId>org.apache.maven.plugins</groupId>
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</argLine>
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</configuration>
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</plugin>
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<!-- Add e2e sources to the compile source roots so exec:java can resolve them. -->
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<plugin>
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<groupId>org.codehaus.mojo</groupId>
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<artifactId>build-helper-maven-plugin</artifactId>
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<version>3.5.0</version>
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<executions>
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<execution>
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<id>add-e2e-sources</id>
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<phase>generate-sources</phase>
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<goals><goal>add-source</goal></goals>
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<configuration>
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<sources>
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<source>src/e2e/java</source>
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</sources>
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</configuration>
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</execution>
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</executions>
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</plugin>
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<!-- Build a fat JAR so the e2e driver can be run with java -jar. -->
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<plugin>
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<groupId>org.apache.maven.plugins</groupId>
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<artifactId>maven-shade-plugin</artifactId>
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<version>3.5.1</version>
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<executions>
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<execution>
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<phase>package</phase>
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<goals><goal>shade</goal></goals>
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<configuration>
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<shadedArtifactAttached>true</shadedArtifactAttached>
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<shadedClassifierName>e2e</shadedClassifierName>
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<filters>
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<!-- Strip signature files from all JARs to avoid SecurityException -->
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<filter>
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<artifact>*:*</artifact>
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<excludes>
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<exclude>META-INF/*.SF</exclude>
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<exclude>META-INF/*.DSA</exclude>
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<exclude>META-INF/*.RSA</exclude>
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<exclude>META-INF/*.EC</exclude>
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</excludes>
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</filter>
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</filters>
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<transformers>
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<transformer implementation="org.apache.maven.plugins.shade.resource.ManifestResourceTransformer">
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<mainClass>com.microsoft.aad.msal4j.mtls.e2e.Path2ManagedIdentity</mainClass>
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</transformer>
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</transformers>
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</configuration>
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</execution>
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</executions>
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</plugin>
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</plugins>
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</build>
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</project>

‎msal4j-mtls-extensions/src/e2e/java/com/microsoft/aad/msal4j/mtls/e2e/Path2ManagedIdentity.java‎

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// mTLS PoP Manual Test — Path 2: Managed Identity (IMDSv2, Windows + VBS)
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//
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// Tests the managed identity mTLS PoP flow end-to-end on an Azure VM with:
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// - System-assigned or user-assigned managed identity
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// - Windows OS with VBS (Virtualization-Based Security) KeyGuard
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// - IMDSv2 endpoint accessible at 169.254.169.254
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//
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// Usage (from the msal4j-mtls-extensions directory):
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// mvn package -DskipTests
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// mvn exec:java -Dexec.mainClass=com.microsoft.aad.msal4j.mtls.e2e.Path2ManagedIdentity
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//
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// Or with attestation:
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// mvn exec:java -Dexec.mainClass=com.microsoft.aad.msal4j.mtls.e2e.Path2ManagedIdentity -Dexec.args="--attest"
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package com.microsoft.aad.msal4j.mtls.e2e;
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import com.microsoft.aad.msal4j.mtls.MtlsMsiClient;
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import com.microsoft.aad.msal4j.mtls.MtlsMsiException;
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import com.microsoft.aad.msal4j.mtls.MtlsMsiHelperResult;
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import com.microsoft.aad.msal4j.mtls.MtlsMsiHttpResponse;
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import java.io.ByteArrayInputStream;
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import java.security.cert.CertificateFactory;
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import java.security.cert.X509Certificate;
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import java.util.Arrays;
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import java.util.Base64;
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import java.util.UUID;
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/**
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* End-to-end test for mTLS PoP Managed Identity (Path 2).
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*
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* <p>Mirrors msal-go's {@code apps/tests/devapps/mtls-pop/path2_managedidentity/main.go}.</p>
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*/
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public class Path2ManagedIdentity {
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private static final String RESOURCE = "https://management.azure.com";
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public static void main(String[] args) throws Exception {
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boolean withAttestation = Arrays.asList(args).contains("--attest");
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System.out.println("=== Path 2: Managed Identity mTLS PoP ===");
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System.out.println();
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if (withAttestation) {
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System.out.println("[Attestation mode: ON — requires AttestationClientLib.dll on PATH]");
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System.out.println();
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}
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MtlsMsiClient client = new MtlsMsiClient();
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String correlationId = UUID.randomUUID().toString();
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// ── First call: full IMDS flow ──────────────────────────────────────────
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System.out.println("Acquiring mTLS PoP token via IMDSv2 (full flow)...");
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MtlsMsiHelperResult result1;
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try {
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result1 = client.acquireToken(RESOURCE, "SystemAssigned", null,
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withAttestation, correlationId);
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} catch (MtlsMsiException e) {
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System.out.println();
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System.err.println("❌ acquireToken failed: " + e.getMessage());
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System.err.println();
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// Check for tenant/resource misconfiguration (not a code bug)
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if (e.getMessage() != null && e.getMessage().contains("AADSTS392196")) {
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System.err.println("ℹ️ AADSTS392196: The resource application does not support certificate-bound tokens.");
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System.err.println(" This is a tenant/resource configuration issue (same as MSAL.NET on this VM).");
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System.err.println(" The mTLS handshake succeeded — the code is working correctly.");
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System.err.println(" To fully test, use a tenant where mTLS PoP is enabled for management.azure.com.");
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} else {
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System.err.println("Common causes:");
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System.err.println(" - VBS/KeyGuard not running (check msinfo32.exe)");
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System.err.println(" - IMDSv2 not returning platform metadata");
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System.err.println(" - VM managed identity not configured");
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System.err.println(" - 403 from IMDS issuecredential endpoint");
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System.err.println(" - Tenant not configured for mTLS PoP (AADSTS392196)");
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}
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System.exit(1);
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return;
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}
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System.out.println();
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printResult("First call (from IMDS)", result1);
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// ── Second call: should hit cached binding cert ─────────────────────────
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System.out.println();
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System.out.println("Acquiring again (expect cert cache hit)...");
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long t0 = System.currentTimeMillis();
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MtlsMsiHelperResult result2;
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try {
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result2 = client.acquireToken(RESOURCE, "SystemAssigned", null,
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withAttestation, UUID.randomUUID().toString());
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} catch (MtlsMsiException e) {
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System.err.println("❌ Second acquireToken failed: " + e.getMessage());
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System.exit(1);
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return;
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}
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long elapsedMs = System.currentTimeMillis() - t0;
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printResult("Second call (should be cert-cached, ~fast)", result2);
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System.out.printf(" ⏱ Elapsed: %d ms%n", elapsedMs);
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// Cert cache check: same cert PEM implies cert was cached.
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if (result1.getBindingCertificate() != null
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&& result1.getBindingCertificate().equals(result2.getBindingCertificate())) {
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System.out.println(" ✅ Binding cert cache working: same cert on second call");
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} else {
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System.out.println(" ⚠️ Different binding cert on second call — may indicate cache miss or cert was expiring");
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}
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// ── Third call: Graph /me to verify token actually works ────────────────
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System.out.println();
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System.out.println("Making downstream mTLS call to management.azure.com...");
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makeDownstreamCall(client, result1, withAttestation);
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System.out.println();
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System.out.println("=== Path 2 Complete ===");
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}
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// ── Downstream mTLS call ──────────────────────────────────────────────────
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private static void makeDownstreamCall(MtlsMsiClient client, MtlsMsiHelperResult result,
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boolean withAttestation) {
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// management.azure.com /subscriptions — any auth error is still a TLS success.
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String url = "https://management.azure.com/subscriptions?api-version=2020-01-01";
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try {
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MtlsMsiHttpResponse resp = client.httpRequest(
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url, "GET", result.getAccessToken(),
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null, null, null,
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RESOURCE, "SystemAssigned", null,
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withAttestation, UUID.randomUUID().toString(),
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false);
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System.out.printf(" Downstream HTTP status: %d%n", resp.getStatus());
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if (resp.getStatus() < 500) {
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System.out.println(" ✅ TLS handshake + token delivery succeeded (HTTP < 500)");
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} else {
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System.out.println(" ❌ Server error — check token and resource enrollment");
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}
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if (resp.getStatus() == 200) {
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System.out.println(" ✅ HTTP 200 — full mTLS PoP token accepted by management.azure.com");
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} else if (resp.getStatus() == 401 || resp.getStatus() == 403) {
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System.out.println(" ℹ️ " + resp.getStatus() + " — TLS OK, authorization depends on subscription/role");
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}
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} catch (MtlsMsiException e) {
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System.out.println(" ❌ Downstream mTLS call failed: " + e.getMessage());
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}
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}
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// ── Print helpers ─────────────────────────────────────────────────────────
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private static void printResult(String label, MtlsMsiHelperResult result) {
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System.out.println("[" + label + "]");
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// Print binding cert details.
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if (result.getBindingCertificate() != null) {
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System.out.println(" ✅ BindingCertificate present");
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try {
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X509Certificate cert = parsePem(result.getBindingCertificate());
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System.out.println(" Subject: " + cert.getSubjectX500Principal().getName());
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System.out.println(" Issuer: " + cert.getIssuerX500Principal().getName());
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System.out.println(" NotBefore: " + cert.getNotBefore());
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System.out.println(" NotAfter: " + cert.getNotAfter());
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} catch (Exception e) {
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System.out.println(" (could not parse cert: " + e.getMessage() + ")");
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}
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} else {
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System.out.println(" ❌ BindingCertificate is null — expected non-null for mTLS PoP");
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}
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System.out.println(" TokenType: " + result.getTokenType());
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System.out.println(" ExpiresIn: " + result.getExpiresIn() + "s");
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System.out.println(" TenantId: " + result.getTenantId());
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System.out.println(" ClientId: " + result.getClientId());
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// Print abbreviated JWT header/claims.
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printTokenSummary(result.getAccessToken());
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}
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private static void printTokenSummary(String jwt) {
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if (jwt == null || jwt.isEmpty()) {
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System.out.println(" ❌ AccessToken is null/empty");
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return;
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}
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String[] parts = jwt.split("\\.");
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if (parts.length < 2) {
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System.out.println(" AccessToken: (not a JWT — " + jwt.length() + " chars)");
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return;
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}
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try {
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String header = new String(Base64.getUrlDecoder().decode(pad(parts[0])));
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String payload = new String(Base64.getUrlDecoder().decode(pad(parts[1])));
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System.out.println(" AccessToken header: " + header);
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// Print only key claims to keep output readable.
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printClaim(payload, "oid");
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printClaim(payload, "tid");
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printClaim(payload, "token_type");
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printClaim(payload, "cnf");
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long expEpoch = extractLong(payload, "exp");
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if (expEpoch > 0) {
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System.out.println(" AccessToken exp: "
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+ new java.util.Date(expEpoch * 1000));
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}
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System.out.println(" ✅ AccessToken present (" + jwt.length() + " chars)");
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} catch (Exception e) {
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System.out.println(" AccessToken: (could not decode JWT: " + e.getMessage() + ")");
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}
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}
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private static void printClaim(String payload, String key) {
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String val = extractString(payload, key);
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if (val != null) {
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// Truncate long values (e.g. cnf object).
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if (val.length() > 120) val = val.substring(0, 120) + "...";
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System.out.println(" AccessToken " + key + ": " + val);
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}
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}
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private static String extractString(String json, String key) {
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String search = "\"" + key + "\"";
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int idx = json.indexOf(search);
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if (idx < 0) return null;
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int colon = json.indexOf(':', idx + search.length());
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if (colon < 0) return null;
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int vs = colon + 1;
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while (vs < json.length() && Character.isWhitespace(json.charAt(vs))) vs++;
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if (vs >= json.length()) return null;
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char first = json.charAt(vs);
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if (first == '"') {
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int end = vs + 1;
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while (end < json.length() && json.charAt(end) != '"') end++;
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return json.substring(vs + 1, end);
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} else if (first == '{' || first == '[') {
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// Return the whole nested object/array.
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char close = first == '{' ? '}' : ']';
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int depth = 0, end = vs;
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while (end < json.length()) {
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char c = json.charAt(end);
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if (c == first) depth++;
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else if (c == close) { if (--depth == 0) { end++; break; } }
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end++;
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}
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return json.substring(vs, end);
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}
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return null;
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}
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private static long extractLong(String json, String key) {
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String search = "\"" + key + "\"";
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int idx = json.indexOf(search);
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if (idx < 0) return 0;
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int colon = json.indexOf(':', idx + search.length());
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if (colon < 0) return 0;
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int vs = colon + 1;
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while (vs < json.length() && Character.isWhitespace(json.charAt(vs))) vs++;
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int ve = vs;
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while (ve < json.length() && (Character.isDigit(json.charAt(ve)) || json.charAt(ve) == '-')) ve++;
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try { return Long.parseLong(json.substring(vs, ve)); } catch (Exception e) { return 0; }
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}
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private static String pad(String s) {
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return s + "==".substring(0, (4 - s.length() % 4) % 4);
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}
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private static X509Certificate parsePem(String pem) throws Exception {
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String b64 = pem
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.replace("-----BEGIN CERTIFICATE-----", "")
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.replace("-----END CERTIFICATE-----", "")
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.replaceAll("\\s", "");
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byte[] der = Base64.getDecoder().decode(b64);
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return (X509Certificate) CertificateFactory.getInstance("X.509")
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.generateCertificate(new ByteArrayInputStream(der));
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}
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}

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