TimestampCheck.java revision 15875:7a25dbe45e61 
1/*
2 * Copyright (c) 2003, 2016, Oracle and/or its affiliates. All rights reserved.
3 * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
4 *
5 * This code is free software; you can redistribute it and/or modify it
6 * under the terms of the GNU General Public License version 2 only, as
7 * published by the Free Software Foundation.
8 *
9 * This code is distributed in the hope that it will be useful, but WITHOUT
10 * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or
11 * FITNESS FOR A PARTICULAR PURPOSE.  See the GNU General Public License
12 * version 2 for more details (a copy is included in the LICENSE file that
13 * accompanied this code).
14 *
15 * You should have received a copy of the GNU General Public License version
16 * 2 along with this work; if not, write to the Free Software Foundation,
17 * Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA.
18 *
19 * Please contact Oracle, 500 Oracle Parkway, Redwood Shores, CA 94065 USA
20 * or visit www.oracle.com if you need additional information or have any
21 * questions.
22 */
23
24import com.sun.net.httpserver.*;
25import java.io.ByteArrayOutputStream;
26import java.io.File;
27import java.io.IOException;
28import java.io.InputStream;
29import java.io.OutputStream;
30import java.math.BigInteger;
31import java.net.InetSocketAddress;
32import java.nio.file.Files;
33import java.nio.file.Paths;
34import java.security.KeyStore;
35import java.security.PrivateKey;
36import java.security.Signature;
37import java.security.cert.Certificate;
38import java.security.cert.X509Certificate;
39import java.util.ArrayList;
40import java.util.Arrays;
41import java.util.Calendar;
42import java.util.List;
43import java.util.jar.JarEntry;
44import java.util.jar.JarFile;
45
46import jdk.testlibrary.*;
47import jdk.testlibrary.JarUtils;
48import sun.security.pkcs.ContentInfo;
49import sun.security.pkcs.PKCS7;
50import sun.security.pkcs.PKCS9Attribute;
51import sun.security.pkcs.SignerInfo;
52import sun.security.timestamp.TimestampToken;
53import sun.security.util.DerOutputStream;
54import sun.security.util.DerValue;
55import sun.security.util.ObjectIdentifier;
56import sun.security.x509.AlgorithmId;
57import sun.security.x509.X500Name;
58
59/*
60 * @test
61 * @bug 6543842 6543440 6939248 8009636 8024302 8163304
62 * @summary checking response of timestamp
63 * @modules java.base/sun.security.pkcs
64 *          java.base/sun.security.timestamp
65 *          java.base/sun.security.x509
66 *          java.base/sun.security.util
67 *          java.base/sun.security.tools.keytool
68 * @library /lib/testlibrary
69 * @run main/timeout=600 TimestampCheck
70 */
71public class TimestampCheck {
72
73    static final String defaultPolicyId = "2.3.4";
74    static String host = null;
75
76    static class Handler implements HttpHandler, AutoCloseable {
77
78        private final HttpServer httpServer;
79        private final String keystore;
80
81        @Override
82        public void handle(HttpExchange t) throws IOException {
83            int len = 0;
84            for (String h: t.getRequestHeaders().keySet()) {
85                if (h.equalsIgnoreCase("Content-length")) {
86                    len = Integer.valueOf(t.getRequestHeaders().get(h).get(0));
87                }
88            }
89            byte[] input = new byte[len];
90            t.getRequestBody().read(input);
91
92            try {
93                String path = t.getRequestURI().getPath().substring(1);
94                byte[] output = sign(input, path);
95                Headers out = t.getResponseHeaders();
96                out.set("Content-Type", "application/timestamp-reply");
97
98                t.sendResponseHeaders(200, output.length);
99                OutputStream os = t.getResponseBody();
100                os.write(output);
101            } catch (Exception e) {
102                e.printStackTrace();
103                t.sendResponseHeaders(500, 0);
104            }
105            t.close();
106        }
107
108        /**
109         * @param input The data to sign
110         * @param path different cases to simulate, impl on URL path
111         * @returns the signed
112         */
113        byte[] sign(byte[] input, String path) throws Exception {
114
115            DerValue value = new DerValue(input);
116            System.err.println("\nIncoming Request\n===================");
117            System.err.println("Version: " + value.data.getInteger());
118            DerValue messageImprint = value.data.getDerValue();
119            AlgorithmId aid = AlgorithmId.parse(
120                    messageImprint.data.getDerValue());
121            System.err.println("AlgorithmId: " + aid);
122
123            ObjectIdentifier policyId = new ObjectIdentifier(defaultPolicyId);
124            BigInteger nonce = null;
125            while (value.data.available() > 0) {
126                DerValue v = value.data.getDerValue();
127                if (v.tag == DerValue.tag_Integer) {
128                    nonce = v.getBigInteger();
129                    System.err.println("nonce: " + nonce);
130                } else if (v.tag == DerValue.tag_Boolean) {
131                    System.err.println("certReq: " + v.getBoolean());
132                } else if (v.tag == DerValue.tag_ObjectId) {
133                    policyId = v.getOID();
134                    System.err.println("PolicyID: " + policyId);
135                }
136            }
137
138            System.err.println("\nResponse\n===================");
139            KeyStore ks = KeyStore.getInstance(
140                    new File(keystore), "changeit".toCharArray());
141
142            String alias = "ts";
143            if (path.startsWith("bad") || path.equals("weak")) {
144                alias = "ts" + path;
145            }
146
147            if (path.equals("diffpolicy")) {
148                policyId = new ObjectIdentifier(defaultPolicyId);
149            }
150
151            DerOutputStream statusInfo = new DerOutputStream();
152            statusInfo.putInteger(0);
153
154            AlgorithmId[] algorithms = {aid};
155            Certificate[] chain = ks.getCertificateChain(alias);
156            X509Certificate[] signerCertificateChain;
157            X509Certificate signer = (X509Certificate)chain[0];
158
159            if (path.equals("fullchain")) {   // Only case 5 uses full chain
160                signerCertificateChain = new X509Certificate[chain.length];
161                for (int i=0; i<chain.length; i++) {
162                    signerCertificateChain[i] = (X509Certificate)chain[i];
163                }
164            } else if (path.equals("nocert")) {
165                signerCertificateChain = new X509Certificate[0];
166            } else {
167                signerCertificateChain = new X509Certificate[1];
168                signerCertificateChain[0] = (X509Certificate)chain[0];
169            }
170
171            DerOutputStream tst = new DerOutputStream();
172
173            tst.putInteger(1);
174            tst.putOID(policyId);
175
176            if (!path.equals("baddigest") && !path.equals("diffalg")) {
177                tst.putDerValue(messageImprint);
178            } else {
179                byte[] data = messageImprint.toByteArray();
180                if (path.equals("diffalg")) {
181                    data[6] = (byte)0x01;
182                } else {
183                    data[data.length-1] = (byte)0x01;
184                    data[data.length-2] = (byte)0x02;
185                    data[data.length-3] = (byte)0x03;
186                }
187                tst.write(data);
188            }
189
190            tst.putInteger(1);
191
192            Calendar cal = Calendar.getInstance();
193            tst.putGeneralizedTime(cal.getTime());
194
195            if (path.equals("diffnonce")) {
196                tst.putInteger(1234);
197            } else if (path.equals("nononce")) {
198                // no noce
199            } else {
200                tst.putInteger(nonce);
201            }
202
203            DerOutputStream tstInfo = new DerOutputStream();
204            tstInfo.write(DerValue.tag_Sequence, tst);
205
206            DerOutputStream tstInfo2 = new DerOutputStream();
207            tstInfo2.putOctetString(tstInfo.toByteArray());
208
209            // Always use the same algorithm at timestamp signing
210            // so it is different from the hash algorithm.
211            Signature sig = Signature.getInstance("SHA1withRSA");
212            sig.initSign((PrivateKey)(ks.getKey(
213                    alias, "changeit".toCharArray())));
214            sig.update(tstInfo.toByteArray());
215
216            ContentInfo contentInfo = new ContentInfo(new ObjectIdentifier(
217                    "1.2.840.113549.1.9.16.1.4"),
218                    new DerValue(tstInfo2.toByteArray()));
219
220            System.err.println("Signing...");
221            System.err.println(new X500Name(signer
222                    .getIssuerX500Principal().getName()));
223            System.err.println(signer.getSerialNumber());
224
225            SignerInfo signerInfo = new SignerInfo(
226                    new X500Name(signer.getIssuerX500Principal().getName()),
227                    signer.getSerialNumber(),
228                    AlgorithmId.get("SHA-1"), AlgorithmId.get("RSA"), sig.sign());
229
230            SignerInfo[] signerInfos = {signerInfo};
231            PKCS7 p7 = new PKCS7(algorithms, contentInfo,
232                    signerCertificateChain, signerInfos);
233            ByteArrayOutputStream p7out = new ByteArrayOutputStream();
234            p7.encodeSignedData(p7out);
235
236            DerOutputStream response = new DerOutputStream();
237            response.write(DerValue.tag_Sequence, statusInfo);
238            response.putDerValue(new DerValue(p7out.toByteArray()));
239
240            DerOutputStream out = new DerOutputStream();
241            out.write(DerValue.tag_Sequence, response);
242
243            return out.toByteArray();
244        }
245
246        private Handler(HttpServer httpServer, String keystore) {
247            this.httpServer = httpServer;
248            this.keystore = keystore;
249        }
250
251        /**
252         * Initialize TSA instance.
253         *
254         * Extended Key Info extension of certificate that is used for
255         * signing TSA responses should contain timeStamping value.
256         */
257        static Handler init(int port, String keystore) throws IOException {
258            HttpServer httpServer = HttpServer.create(
259                    new InetSocketAddress(port), 0);
260            Handler tsa = new Handler(httpServer, keystore);
261            httpServer.createContext("/", tsa);
262            return tsa;
263        }
264
265        /**
266         * Start TSA service.
267         */
268        void start() {
269            httpServer.start();
270        }
271
272        /**
273         * Stop TSA service.
274         */
275        void stop() {
276            httpServer.stop(0);
277        }
278
279        /**
280         * Return server port number.
281         */
282        int getPort() {
283            return httpServer.getAddress().getPort();
284        }
285
286        @Override
287        public void close() throws Exception {
288            stop();
289        }
290    }
291
292    public static void main(String[] args) throws Throwable {
293
294        prepare();
295
296        try (Handler tsa = Handler.init(0, "tsks");) {
297            tsa.start();
298            int port = tsa.getPort();
299            host = "http://localhost:" + port + "/";
300
301            if (args.length == 0) {         // Run this test
302                sign("none")
303                        .shouldContain("is not timestamped")
304                        .shouldHaveExitValue(0);
305
306                sign("badku")
307                        .shouldHaveExitValue(0);
308                checkBadKU("badku.jar");
309
310                sign("normal")
311                        .shouldNotContain("is not timestamped")
312                        .shouldHaveExitValue(0);
313
314                sign("nononce")
315                        .shouldHaveExitValue(1);
316                sign("diffnonce")
317                        .shouldHaveExitValue(1);
318                sign("baddigest")
319                        .shouldHaveExitValue(1);
320                sign("diffalg")
321                        .shouldHaveExitValue(1);
322                sign("fullchain")
323                        .shouldHaveExitValue(0);   // Success, 6543440 solved.
324                sign("bad1")
325                        .shouldHaveExitValue(1);
326                sign("bad2")
327                        .shouldHaveExitValue(1);
328                sign("bad3")
329                        .shouldHaveExitValue(1);
330                sign("nocert")
331                        .shouldHaveExitValue(1);
332
333                sign("policy", "-tsapolicyid",  "1.2.3")
334                        .shouldHaveExitValue(0);
335                checkTimestamp("policy.jar", "1.2.3", "SHA-256");
336
337                sign("diffpolicy", "-tsapolicyid", "1.2.3")
338                        .shouldHaveExitValue(1);
339
340                sign("tsaalg", "-tsadigestalg", "SHA")
341                        .shouldHaveExitValue(0);
342                checkTimestamp("tsaalg.jar", defaultPolicyId, "SHA-1");
343
344                sign("weak", "-digestalg", "MD5",
345                                "-sigalg", "MD5withRSA", "-tsadigestalg", "MD5")
346                        .shouldHaveExitValue(0)
347                        .shouldMatch("MD5.*-digestalg.*risk")
348                        .shouldMatch("MD5.*-tsadigestalg.*risk")
349                        .shouldMatch("MD5withRSA.*-sigalg.*risk");
350                checkWeak("weak.jar");
351
352                // When .SF or .RSA is missing or invalid
353                checkMissingOrInvalidFiles("normal.jar");
354            } else {                        // Run as a standalone server
355                System.err.println("Press Enter to quit server");
356                System.in.read();
357            }
358        }
359    }
360
361    private static void checkMissingOrInvalidFiles(String s)
362            throws Throwable {
363        JarUtils.updateJar(s, "1.jar", "-", "META-INF/OLD.SF");
364        verify("1.jar", "-verbose")
365                .shouldHaveExitValue(0)
366                .shouldContain("treated as unsigned")
367                .shouldContain("Missing signature-related file META-INF/OLD.SF");
368        JarUtils.updateJar(s, "2.jar", "-", "META-INF/OLD.RSA");
369        verify("2.jar", "-verbose")
370                .shouldHaveExitValue(0)
371                .shouldContain("treated as unsigned")
372                .shouldContain("Missing block file for signature-related file META-INF/OLD.SF");
373        JarUtils.updateJar(s, "3.jar", "META-INF/OLD.SF");
374        verify("3.jar", "-verbose")
375                .shouldHaveExitValue(0)
376                .shouldContain("treated as unsigned")
377                .shouldContain("Unparsable signature-related file META-INF/OLD.SF");
378        JarUtils.updateJar(s, "4.jar", "META-INF/OLD.RSA");
379        verify("4.jar", "-verbose")
380                .shouldHaveExitValue(0)
381                .shouldContain("treated as unsigned")
382                .shouldContain("Unparsable signature-related file META-INF/OLD.RSA");
383    }
384
385    static OutputAnalyzer jarsigner(List<String> extra)
386            throws Throwable {
387        JDKToolLauncher launcher = JDKToolLauncher.createUsingTestJDK("jarsigner")
388                .addVMArg("-Duser.language=en")
389                .addVMArg("-Duser.country=US")
390                .addToolArg("-keystore")
391                .addToolArg("tsks")
392                .addToolArg("-storepass")
393                .addToolArg("changeit");
394        for (String s : extra) {
395            if (s.startsWith("-J")) {
396                launcher.addVMArg(s.substring(2));
397            } else {
398                launcher.addToolArg(s);
399            }
400        }
401        return ProcessTools.executeCommand(launcher.getCommand());
402    }
403
404    static OutputAnalyzer verify(String file, String... extra)
405            throws Throwable {
406        List<String> args = new ArrayList<>();
407        args.add("-verify");
408        args.add(file);
409        args.addAll(Arrays.asList(extra));
410        return jarsigner(args);
411    }
412
413    static void checkBadKU(String file) throws Throwable {
414        verify(file)
415                .shouldHaveExitValue(0)
416                .shouldContain("treated as unsigned")
417                .shouldContain("re-run jarsigner with debug enabled");
418        verify(file, "-verbose")
419                .shouldHaveExitValue(0)
420                .shouldContain("Signed by")
421                .shouldContain("treated as unsigned")
422                .shouldContain("re-run jarsigner with debug enabled");
423        verify(file, "-J-Djava.security.debug=jar")
424                .shouldHaveExitValue(0)
425                .shouldContain("SignatureException: Key usage restricted")
426                .shouldContain("treated as unsigned")
427                .shouldContain("re-run jarsigner with debug enabled");
428    }
429
430    static void checkWeak(String file) throws Throwable {
431        verify(file)
432                .shouldHaveExitValue(0)
433                .shouldContain("treated as unsigned")
434                .shouldMatch("weak algorithm that is now disabled.")
435                .shouldMatch("Re-run jarsigner with the -verbose option for more details");
436        verify(file, "-verbose")
437                .shouldHaveExitValue(0)
438                .shouldContain("treated as unsigned")
439                .shouldMatch("weak algorithm that is now disabled by")
440                .shouldMatch("Digest algorithm: .*weak")
441                .shouldMatch("Signature algorithm: .*weak")
442                .shouldMatch("Timestamp digest algorithm: .*weak")
443                .shouldNotMatch("Timestamp signature algorithm: .*weak.*weak")
444                .shouldMatch("Timestamp signature algorithm: .*key.*weak");
445        verify(file, "-J-Djava.security.debug=jar")
446                .shouldHaveExitValue(0)
447                .shouldMatch("SignatureException:.*Disabled");
448    }
449
450    static void checkTimestamp(String file, String policyId, String digestAlg)
451            throws Exception {
452        try (JarFile jf = new JarFile(file)) {
453            JarEntry je = jf.getJarEntry("META-INF/OLD.RSA");
454            try (InputStream is = jf.getInputStream(je)) {
455                byte[] content = is.readAllBytes();
456                PKCS7 p7 = new PKCS7(content);
457                SignerInfo[] si = p7.getSignerInfos();
458                if (si == null || si.length == 0) {
459                    throw new Exception("Not signed");
460                }
461                PKCS9Attribute p9 = si[0].getUnauthenticatedAttributes()
462                        .getAttribute(PKCS9Attribute.SIGNATURE_TIMESTAMP_TOKEN_OID);
463                PKCS7 tsToken = new PKCS7((byte[]) p9.getValue());
464                TimestampToken tt =
465                        new TimestampToken(tsToken.getContentInfo().getData());
466                if (!tt.getHashAlgorithm().toString().equals(digestAlg)) {
467                    throw new Exception("Digest alg different");
468                }
469                if (!tt.getPolicyID().equals(policyId)) {
470                    throw new Exception("policyId different");
471                }
472            }
473        }
474    }
475
476    static int which = 0;
477
478    /**
479     * @param extra more args given to jarsigner
480     */
481    static OutputAnalyzer sign(String path, String... extra)
482            throws Throwable {
483        which++;
484        System.err.println("\n>> Test #" + which + ": " + Arrays.toString(extra));
485        List<String> args = List.of("-J-Djava.security.egd=file:/dev/./urandom",
486                "-debug", "-signedjar", path + ".jar", "old.jar",
487                path.equals("badku") ? "badku" : "old");
488        args = new ArrayList<>(args);
489        if (!path.equals("none") && !path.equals("badku")) {
490            args.add("-tsa");
491            args.add(host + path);
492        }
493        args.addAll(Arrays.asList(extra));
494        return jarsigner(args);
495    }
496
497    static void prepare() throws Exception {
498        jdk.testlibrary.JarUtils.createJar("old.jar", "A");
499        Files.deleteIfExists(Paths.get("tsks"));
500        keytool("-alias ca -genkeypair -ext bc -dname CN=CA");
501        keytool("-alias old -genkeypair -dname CN=old");
502        keytool("-alias badku -genkeypair -dname CN=badku");
503        keytool("-alias ts -genkeypair -dname CN=ts");
504        keytool("-alias tsweak -genkeypair -keysize 512 -dname CN=tsbad1");
505        keytool("-alias tsbad1 -genkeypair -dname CN=tsbad1");
506        keytool("-alias tsbad2 -genkeypair -dname CN=tsbad2");
507        keytool("-alias tsbad3 -genkeypair -dname CN=tsbad3");
508
509        gencert("old");
510        gencert("badku", "-ext ku:critical=keyAgreement");
511        gencert("ts", "-ext eku:critical=ts");
512        gencert("tsweak", "-ext eku:critical=ts");
513        gencert("tsbad1");
514        gencert("tsbad2", "-ext eku=ts");
515        gencert("tsbad3", "-ext eku:critical=cs");
516    }
517
518    static void gencert(String alias, String... extra) throws Exception {
519        keytool("-alias " + alias + " -certreq -file " + alias + ".req");
520        String genCmd = "-gencert -alias ca -infile " +
521                alias + ".req -outfile " + alias + ".cert";
522        for (String s : extra) {
523            genCmd += " " + s;
524        }
525        keytool(genCmd);
526        keytool("-alias " + alias + " -importcert -file " + alias + ".cert");
527    }
528
529    static void keytool(String cmd) throws Exception {
530        cmd = "-keystore tsks -storepass changeit -keypass changeit " +
531                "-keyalg rsa -validity 200 " + cmd;
532        sun.security.tools.keytool.Main.main(cmd.split(" "));
533    }
534}
535