/* * Copyright (c) 2025, Oracle and/or its affiliates. All rights reserved. * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER. * * This code is free software; you can redistribute it and/or modify it * under the terms of the GNU General Public License version 2 only, as * published by the Free Software Foundation. * * This code is distributed in the hope that it will be useful, but WITHOUT * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or * FITNESS FOR A PARTICULAR PURPOSE. See the GNU General Public License * version 2 for more details (a copy is included in the LICENSE file that * accompanied this code). * * You should have received a copy of the GNU General Public License version * 2 along with this work; if not, write to the Free Software Foundation, * Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA. * * Please contact Oracle, 500 Oracle Parkway, Redwood Shores, CA 94065 USA * or visit www.oracle.com if you need additional information or have any * questions. */ import static jdk.test.lib.Asserts.assertEquals; import static jdk.test.lib.Asserts.assertTrue; import static jdk.test.lib.Utils.runAndCheckException; import java.io.IOException; import java.math.BigInteger; import java.security.KeyPair; import java.security.KeyPairGenerator; import java.security.KeyStore; import java.security.PrivateKey; import java.security.PublicKey; import java.security.SecureRandom; import java.security.Security; import java.security.cert.Certificate; import java.security.cert.CertificateException; import java.security.cert.X509Certificate; import java.time.Instant; import java.time.temporal.ChronoUnit; import java.util.Date; import javax.net.ssl.KeyManagerFactory; import javax.net.ssl.SSLContext; import javax.net.ssl.SSLHandshakeException; import javax.net.ssl.TrustManagerFactory; import jdk.test.lib.security.CertificateBuilder; import sun.security.x509.AuthorityKeyIdentifierExtension; import sun.security.x509.GeneralName; import sun.security.x509.GeneralNames; import sun.security.x509.KeyIdentifier; import sun.security.x509.SerialNumber; import sun.security.x509.X500Name; /* * @test * @bug 8367104 * @summary Check for RSASSA-PSS parameters when validating certificates * against algorithm constraints. * @modules java.base/sun.security.x509 * java.base/sun.security.util * @library /javax/net/ssl/templates * /test/lib * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS Rsa_pss_pss_Sha384 true * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS RsaSsa-Pss true * @run main/othervm RsaSsaPssConstraints RSA RSASSA-PSS rsa_pss_Rsae_sha384 true * @run main/othervm RsaSsaPssConstraints RSA RSASSA-PSS Rsa true * @run main/othervm RsaSsaPssConstraints RSA RSASSA-PSS RSASSA-pSS true * @run main/othervm RsaSsaPssConstraints RSA SHA384withRSA rsa_pkcs1_Sha384 true * @run main/othervm RsaSsaPssConstraints EC SHA384withECDSA Ecdsa_Secp384r1_sha384 true * @run main/othervm RsaSsaPssConstraints RSA SHA384withRSA SHA384withRsA true * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS rsa_pss_rsae_sha384 false * @run main/othervm RsaSsaPssConstraints RSA RSASSA-PSS rsa_pss_pss_sha384 false * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS rsa_pss_pss_sha256 false * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS rsa_pss_pss_sha512 false * @run main/othervm RsaSsaPssConstraints RSASSA-PSS RSASSA-PSS RSA false * @run main/othervm RsaSsaPssConstraints RSA RSASSA-PSS rsa_pss_rsae_sha512 false * @run main/othervm RsaSsaPssConstraints RSA SHA384withRSA rsa_pkcs1_sha256 false * @run main/othervm RsaSsaPssConstraints EC SHA384withECDSA ecdsa_secp256r1_sha256 false * @run main/othervm RsaSsaPssConstraints EC SHA384withECDSA SHA512withECDSA false */ public class RsaSsaPssConstraints extends SSLSocketTemplate { private final String protocol; private final String keyAlg; private final String certSigAlg; private X509Certificate trustedCert; private X509Certificate serverCert; private X509Certificate clientCert; private KeyPair serverKeys; private KeyPair clientKeys; protected RsaSsaPssConstraints( String protocol, String keyAlg, String certSigAlg) throws Exception { super(); this.protocol = protocol; this.keyAlg = keyAlg; this.certSigAlg = certSigAlg; setupCertificates(); } public static void main(String[] args) throws Exception { if (args.length != 4) { throw new RuntimeException("Wrong number of arguments"); } String keyAlg = args[0]; String certSigAlg = args[1]; String constraintAlgo = args[2]; boolean fail = Boolean.parseBoolean(args[3]); // Note: CertificateBuilder generates RSASSA-PSS certificate // signature using SHA-384 digest algorithm by default. Security.setProperty("jdk.tls.disabledAlgorithms", constraintAlgo + " usage CertificateSignature"); for (String protocol : new String[]{"TLSv1.3", "TLSv1.2"}) { var test = new RsaSsaPssConstraints(protocol, keyAlg, certSigAlg); final String errorMsg = protocol.equals("TLSv1.2") ? "no cipher suites in common" : "No available authentication scheme"; if (fail) { runAndCheckException(test::run, serverEx -> { assertTrue( serverEx instanceof SSLHandshakeException); assertEquals(serverEx.getMessage(), "(handshake_failure) " + errorMsg); }); } else { test.run(); } } // Disable KeyManager's algorithm constraints checking and // check against TrustManager's local supported signature // algorithms on the client side. System.setProperty( "jdk.tls.SunX509KeyManager.certChecking", "false"); for (String protocol : new String[]{"TLSv1.3", "TLSv1.2"}) { var test = new RsaSsaPssConstraints(protocol, keyAlg, certSigAlg); if (fail) { runAndCheckException(test::run, serverEx -> { Throwable clientEx = serverEx.getSuppressed()[0]; assertTrue(clientEx instanceof SSLHandshakeException || serverEx instanceof SSLHandshakeException); }); } else { test.run(); } } } @Override public SSLContext createServerSSLContext() throws Exception { return getSSLContext( trustedCert, serverCert, serverKeys.getPrivate(), protocol); } @Override public SSLContext createClientSSLContext() throws Exception { return getSSLContext( trustedCert, clientCert, clientKeys.getPrivate(), protocol); } private static SSLContext getSSLContext( X509Certificate trustedCertificate, X509Certificate keyCertificate, PrivateKey privateKey, String protocol) throws Exception { // create a key store KeyStore ks = KeyStore.getInstance("PKCS12"); ks.load(null, null); // import the trusted cert ks.setCertificateEntry("TLS Signer", trustedCertificate); // generate certificate chain Certificate[] chain = new Certificate[2]; chain[0] = keyCertificate; chain[1] = trustedCertificate; // import the key entry. final char[] passphrase = "passphrase".toCharArray(); ks.setKeyEntry("Whatever", privateKey, passphrase, chain); TrustManagerFactory tmf = TrustManagerFactory.getInstance("PKIX"); tmf.init(ks); // create SSL context SSLContext ctx = SSLContext.getInstance(protocol); KeyManagerFactory kmf = KeyManagerFactory.getInstance("SunX509"); kmf.init(ks, passphrase); ctx.init(kmf.getKeyManagers(), tmf.getTrustManagers(), null); return ctx; } // Certificate-building helper methods. private void setupCertificates() throws Exception { KeyPairGenerator kpg = KeyPairGenerator.getInstance(keyAlg); KeyPair caKeys = kpg.generateKeyPair(); this.serverKeys = kpg.generateKeyPair(); this.clientKeys = kpg.generateKeyPair(); this.trustedCert = createTrustedCert(caKeys, certSigAlg); this.serverCert = customCertificateBuilder( "O=Some-Org, L=Some-City, ST=Some-State, C=US", serverKeys.getPublic(), caKeys.getPublic()) .addBasicConstraintsExt(false, false, -1) .build(trustedCert, caKeys.getPrivate(), certSigAlg); this.clientCert = customCertificateBuilder( "CN=localhost, OU=SSL-Client, O=Some-Org, L=Some-City, ST=Some-State, C=US", clientKeys.getPublic(), caKeys.getPublic()) .addBasicConstraintsExt(false, false, -1) .build(trustedCert, caKeys.getPrivate(), certSigAlg); } private static X509Certificate createTrustedCert( KeyPair caKeys, String certSigAlg) throws Exception { SecureRandom random = new SecureRandom(); KeyIdentifier kid = new KeyIdentifier(caKeys.getPublic()); GeneralNames gns = new GeneralNames(); GeneralName name = new GeneralName(new X500Name( "O=Trusted-Org, L=Some-City, ST=Some-State, C=US")); gns.add(name); BigInteger serialNumber = BigInteger.valueOf( random.nextLong(1000000) + 1); return customCertificateBuilder( name.toString(), caKeys.getPublic(), caKeys.getPublic()) .setSerialNumber(serialNumber) .addExtension(new AuthorityKeyIdentifierExtension(kid, gns, new SerialNumber(serialNumber))) .addBasicConstraintsExt(true, true, -1) .build(null, caKeys.getPrivate(), certSigAlg); } private static CertificateBuilder customCertificateBuilder( String subjectName, PublicKey publicKey, PublicKey caKey) throws CertificateException, IOException { SecureRandom random = new SecureRandom(); CertificateBuilder builder = new CertificateBuilder() .setSubjectName(subjectName) .setPublicKey(publicKey) .setNotBefore( Date.from(Instant.now().minus(1, ChronoUnit.HOURS))) .setNotAfter(Date.from(Instant.now().plus(1, ChronoUnit.HOURS))) .setSerialNumber( BigInteger.valueOf(random.nextLong(1000000) + 1)) .addSubjectKeyIdExt(publicKey) .addAuthorityKeyIdExt(caKey); builder.addKeyUsageExt( new boolean[]{true, true, true, true, true, true}); return builder; } }