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PKIX path validation failed: Path does not chain with any of the trust anchors using a proxy

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This question has already been asked, but the answer was either to set an allow-all TrustManager, or to import the CA certificate, or there was no answer.

This is my environment:

PC|Enterprise Proxy which intercepts HTTPS traffic and uses self-signed certificate|Internet

And my test program:

public class Main {    public static void main (String[] args) throws Exception {        if (args.length < 1) {            System.err.println("First argument must be an URL");            return;        }        System.out.println("Testing: "+ args[0]); connection = (HttpURLConnection) new URL(args[0]).openConnection();        System.out.println("Response code: "+ connection.getResponseCode());    }}

By default, this throws:

sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target

So I used Chrome to go to https://www.google.com, pressed F12 opened Security>View certificate:

Certifcate path

So to my understanding, the enterprise proxy issued the certificate for www.google.ch and therefore needs to be trusted. I therefore display the root certificate (proxywg) and export it to a file called proxywg.cer as Base-64-encoded X.509 (.CER):

Certificate export

Then, I'm going to import it into my JRE's cacerts:

keytool -import -alias proxywg -keystore D:\development\programs\java\jdk1.8.0_112\jre\lib\security\cacerts -file E:\proxywg.cer -storepass changeit

Next test with my program gives me:

java.security.cert.CertPathValidatorException: Path does not chain with any of the trust anchors

So it's a different error now, telling me that I imported the certificate into the correct cacerts file. But why doesn't it work? Launching with -Djavax.net.debug=ssl gives me (I picked what I think are the relevant parts):

adding as trusted cert:  Subject: CN=proxywg, OU=..., O=..., L=..., ST=..., C=...  Issuer:  CN=proxywg, OU=..., O=..., L=..., ST=..., C=...  Algorithm: RSA; Serial number: 0x1  Valid from Thu Jan 29 10:00:00 CET 2015 until Sat Jan 29 11:00:00 CET 2028*** Certificate chainchain [0] = [[  Version: V3  Subject: CN=www.google.com, O=Google Inc, L=Mountain View, ST=California, C=US  Signature Algorithm: SHA256withRSA, OID = 1.2.840.113549.1.1.11  Key:  Sun RSA public key, 2048 bits  modulus: ...  public exponent: 65537  Validity: [From: Fri Jul 21 09:12:49 CEST 2017,               To: Sat Jul 21 09:12:49 CEST 2018]  Issuer: CN=proxywg, OU=..., O=..., L=..., ST=..., C=...  SerialNumber: [    b87ea686 bf2723dc b9044d34 b2ae1a28 a4c187bb]Certificate Extensions: 6[1]: ObjectId: 2.5.29.35 Criticality=falseAuthorityKeyIdentifier [[CN=proxywg, OU=..., O=..., L=..., ST=..., C=...]SerialNumber: [    00]][2]: ObjectId: 2.5.29.19 Criticality=falseBasicConstraints:[  CA:false  PathLen: undefined][3]: ObjectId: 2.5.29.37 Criticality=falseExtendedKeyUsages [  serverAuth][4]: ObjectId: 2.5.29.15 Criticality=falseKeyUsage [  DigitalSignature  Key_Encipherment][5]: ObjectId: 2.5.29.17 Criticality=falseSubjectAlternativeName [  DNSName: www.google.com][6]: ObjectId: 2.5.29.14 Criticality=falseSubjectKeyIdentifier [KeyIdentifier [0000: 33 3A FE FD 3E 79 7A 67   2E 44 0F F1 DB DF EC FB  3:..>yzg.D......0010: FB C4 7E 08                                        ....]]]  Algorithm: [SHA256withRSA]  Signature:0000: 3D 91 E5 EC B5 94 66 07   47 EC BC 74 48 C9 A1 8E  =.....f.G..tH...0010: 34 EB AE 8D 71 F1 9A F6   AE 6E 69 B8 77 FF 71 60  4...q....ni.w.q`0020: 8B 97 73 25 14 72 8A FA   21 A7 77 C7 74 28 77 FA  ..s%.r..!.w.t(w.0030: C4 9A 96 B5 ED DA 96 4B   09 20 E7 A8 8D 6E 9A 1A  .......K. ...n..0040: 37 A6 2B AB A3 AE 9F 94   59 10 95 4C 0A 7B BB D8  7.+.....Y..L....0050: 49 6D 72 1D B2 DA CD 97   4E 4F 28 22 24 7B 71 D5  Imr.....NO("$.q.0060: 3E B7 92 6E D2 18 9B 29   4D 30 13 87 13 FE E3 15  >..n...)M0......0070: D9 7F 25 33 D0 57 A3 AD   93 66 43 50 0B 95 F4 6B  ..%3.W...fCP...k0080: FB 54 0C 43 A9 76 05 1E   04 48 71 70 BA 38 29 EA  .T.C.v...Hqp.8).0090: D7 AF 46 09 18 FA DC D0   3A D1 3E C4 66 E2 DA 4F  ..F.....:.>.f..O00A0: 9B 52 DA 2C 17 06 A2 68   AD DE B9 E7 F3 15 6E 17  .R.,...h......n.00B0: F4 C8 CE 94 EB 16 4C 18   A0 35 0C DE 62 6F 43 99  ......L..5..boC.00C0: 53 B8 B6 23 9C 31 69 81   DC 20 91 1D A4 CE D0 8D  S..#.1i.. ......00D0: BA 85 B5 02 D4 B7 CA AE   58 C4 BB 8D 7B BA 52 9F  ........X.....R.00E0: 4E 35 59 ED 23 7A 35 02   61 C7 49 F6 2C 0F 4F A0  N5Y.#z5.a.I.,.O.00F0: C3 26 9A D3 79 5B A4 25   86 5A 25 44 88 B2 C0 01  .&..y[.%.Z%D....]***%% Invalidated:  [Session-1, TLS_ECDHE_RSA_WITH_AES_128_GCM_SHA256]main, SEND TLSv1.2 ALERT:  fatal, description = certificate_unknownmain, WRITE: TLSv1.2 Alert, length = 2main, called closeSocket()main, handling exception: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path validation failed: java.security.cert.CertPathValidatorException: Path does not chain with any of the trust anchors

How come the certificate path "does not chain with any of the trust anchors"? Am I missing something?

In the end, I'm trying to get Gradle being able to access the internet.


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