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Add AES-GCM Support for OpenSSH Private Keys (#899)
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* Added AES-GCM Support for OpenSSH Private Keys

* Small simplification

Signed-off-by: Jeroen van Erp <[email protected]>

---------

Signed-off-by: Jeroen van Erp <[email protected]>
Co-authored-by: Jeroen van Erp <[email protected]>
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exceptionfactory and hierynomus authored Oct 11, 2023
1 parent a3cce0d commit 9b9b208
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Showing 4 changed files with 114 additions and 35 deletions.
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Expand Up @@ -18,6 +18,7 @@
import com.hierynomus.sshj.common.KeyAlgorithm;
import com.hierynomus.sshj.common.KeyDecryptionFailedException;
import com.hierynomus.sshj.transport.cipher.BlockCiphers;
import com.hierynomus.sshj.transport.cipher.GcmCiphers;
import net.i2p.crypto.eddsa.EdDSAPrivateKey;
import net.i2p.crypto.eddsa.spec.EdDSANamedCurveTable;
import net.i2p.crypto.eddsa.spec.EdDSAPrivateKeySpec;
Expand All @@ -36,6 +37,7 @@
import org.bouncycastle.asn1.x9.X9ECParameters;
import org.bouncycastle.jce.spec.ECNamedCurveSpec;
import com.hierynomus.sshj.userauth.keyprovider.bcrypt.BCrypt;
import org.bouncycastle.openssl.EncryptionException;
import org.slf4j.Logger;
import org.slf4j.LoggerFactory;

Expand All @@ -47,24 +49,42 @@
import java.math.BigInteger;
import java.nio.ByteBuffer;
import java.nio.CharBuffer;
import java.nio.charset.Charset;
import java.nio.charset.StandardCharsets;
import java.security.*;
import java.security.spec.ECPrivateKeySpec;
import java.security.spec.RSAPrivateCrtKeySpec;
import java.util.Arrays;
import java.util.Base64;
import java.util.HashMap;
import java.util.Map;

/**
* Reads a key file in the new OpenSSH format.
* The format is described in the following document: https://github.com/openssh/openssh-portable/blob/master/PROTOCOL.key
*/
public class OpenSSHKeyV1KeyFile extends BaseFileKeyProvider {
private static final Logger logger = LoggerFactory.getLogger(OpenSSHKeyV1KeyFile.class);
private static final String BEGIN = "-----BEGIN ";
private static final String END = "-----END ";
private static final byte[] AUTH_MAGIC = "openssh-key-v1\0".getBytes();
public static final String OPENSSH_PRIVATE_KEY = "OPENSSH PRIVATE KEY-----";
public static final String BCRYPT = "bcrypt";

private static final String NONE_CIPHER = "none";

private static final Map<String, Factory.Named<Cipher>> SUPPORTED_CIPHERS = new HashMap<>();

static {
SUPPORTED_CIPHERS.put(BlockCiphers.TripleDESCBC().getName(), BlockCiphers.TripleDESCBC());
SUPPORTED_CIPHERS.put(BlockCiphers.AES128CBC().getName(), BlockCiphers.AES128CBC());
SUPPORTED_CIPHERS.put(BlockCiphers.AES192CBC().getName(), BlockCiphers.AES192CBC());
SUPPORTED_CIPHERS.put(BlockCiphers.AES256CBC().getName(), BlockCiphers.AES256CBC());
SUPPORTED_CIPHERS.put(BlockCiphers.AES128CTR().getName(), BlockCiphers.AES128CTR());
SUPPORTED_CIPHERS.put(BlockCiphers.AES192CTR().getName(), BlockCiphers.AES192CTR());
SUPPORTED_CIPHERS.put(BlockCiphers.AES256CTR().getName(), BlockCiphers.AES256CTR());
SUPPORTED_CIPHERS.put(GcmCiphers.AES256GCM().getName(), GcmCiphers.AES256GCM());
SUPPORTED_CIPHERS.put(GcmCiphers.AES128GCM().getName(), GcmCiphers.AES128GCM());
}

private PublicKey pubKey;

public static class Factory
Expand Down Expand Up @@ -135,74 +155,117 @@ private KeyPair readDecodedKeyPair(final PlainBuffer keyBuffer) throws IOExcepti

int nrKeys = keyBuffer.readUInt32AsInt(); // int number of keys N; Should be 1
if (nrKeys != 1) {
throw new IOException("We don't support having more than 1 key in the file (yet).");
final String message = String.format("OpenSSH Private Key number of keys not supported [%d]", nrKeys);
throw new IOException(message);
}
PublicKey publicKey = pubKey;
if (publicKey == null) {
publicKey = readPublicKey(new PlainBuffer(keyBuffer.readBytes()));
}
else {
} else {
keyBuffer.readBytes();
}
PlainBuffer privateKeyBuffer = new PlainBuffer(keyBuffer.readBytes()); // string (possibly) encrypted, padded list of private keys
if ("none".equals(cipherName)) {
logger.debug("Reading unencrypted keypair");

final byte[] privateKeyEncoded = keyBuffer.readBytes();
final PlainBuffer privateKeyBuffer = new PlainBuffer(privateKeyEncoded);

if (NONE_CIPHER.equals(cipherName)) {
return readUnencrypted(privateKeyBuffer, publicKey);
} else {
logger.info("Keypair is encrypted with: {}, {}, {}", cipherName, kdfName, Arrays.toString(kdfOptions));
final byte[] encryptedPrivateKey = readEncryptedPrivateKey(privateKeyEncoded, keyBuffer);
while (true) {
PlainBuffer decryptionBuffer = new PlainBuffer(privateKeyBuffer);
PlainBuffer decrypted = decryptBuffer(decryptionBuffer, cipherName, kdfName, kdfOptions);
final byte[] encrypted = encryptedPrivateKey.clone();
try {
final PlainBuffer decrypted = decryptPrivateKey(encrypted, privateKeyEncoded.length, cipherName, kdfName, kdfOptions);
return readUnencrypted(decrypted, publicKey);
} catch (KeyDecryptionFailedException e) {
if (pwdf == null || !pwdf.shouldRetry(resource))
throw e;
}
}
// throw new IOException("Cannot read encrypted keypair with " + cipherName + " yet.");
}
}

private PlainBuffer decryptBuffer(PlainBuffer privateKeyBuffer, String cipherName, String kdfName, byte[] kdfOptions) throws IOException {
Cipher cipher = createCipher(cipherName);
initializeCipher(kdfName, kdfOptions, cipher);
byte[] array = privateKeyBuffer.array();
cipher.update(array, 0, privateKeyBuffer.available());
return new PlainBuffer(array);
private byte[] readEncryptedPrivateKey(final byte[] privateKeyEncoded, final PlainBuffer inputBuffer) throws Buffer.BufferException {
final byte[] encryptedPrivateKey;

final int bufferRemaining = inputBuffer.available();
if (bufferRemaining == 0) {
encryptedPrivateKey = privateKeyEncoded;
} else {
// Read Authentication Tag for AES-GCM
final byte[] authenticationTag = new byte[bufferRemaining];
inputBuffer.readRawBytes(authenticationTag);

final int encryptedBufferLength = privateKeyEncoded.length + authenticationTag.length;
final PlainBuffer encryptedBuffer = new PlainBuffer(encryptedBufferLength);
encryptedBuffer.putRawBytes(privateKeyEncoded);
encryptedBuffer.putRawBytes(authenticationTag);

encryptedPrivateKey = new byte[encryptedBufferLength];
encryptedBuffer.readRawBytes(encryptedPrivateKey);
}

return encryptedPrivateKey;
}

private void initializeCipher(String kdfName, byte[] kdfOptions, Cipher cipher) throws Buffer.BufferException {
private PlainBuffer decryptPrivateKey(final byte[] privateKey, final int privateKeyLength, final String cipherName, final String kdfName, final byte[] kdfOptions) throws IOException {
try {
final Cipher cipher = createCipher(cipherName);
initializeCipher(kdfName, kdfOptions, cipher);
cipher.update(privateKey, 0, privateKeyLength);
} catch (final SSHRuntimeException e) {
final String message = String.format("OpenSSH Private Key decryption failed with cipher [%s]", cipherName);
throw new KeyDecryptionFailedException(new EncryptionException(message, e));
}
final PlainBuffer decryptedPrivateKey = new PlainBuffer(privateKeyLength);
decryptedPrivateKey.putRawBytes(privateKey, 0, privateKeyLength);
return decryptedPrivateKey;
}

private void initializeCipher(final String kdfName, final byte[] kdfOptions, final Cipher cipher) throws Buffer.BufferException {
if (kdfName.equals(BCRYPT)) {
PlainBuffer opts = new PlainBuffer(kdfOptions);
final PlainBuffer bufferedOptions = new PlainBuffer(kdfOptions);
byte[] passphrase = new byte[0];
if (pwdf != null) {
CharBuffer charBuffer = CharBuffer.wrap(pwdf.reqPassword(null));
ByteBuffer byteBuffer = Charset.forName("UTF-8").encode(charBuffer);
final CharBuffer charBuffer = CharBuffer.wrap(pwdf.reqPassword(null));
final ByteBuffer byteBuffer = StandardCharsets.UTF_8.encode(charBuffer);
passphrase = Arrays.copyOfRange(byteBuffer.array(), byteBuffer.position(), byteBuffer.limit());
Arrays.fill(charBuffer.array(), '\u0000');
Arrays.fill(byteBuffer.array(), (byte) 0);
}
byte[] keyiv = new byte[cipher.getIVSize()+ cipher.getBlockSize()];
new BCrypt().pbkdf(passphrase, opts.readBytes(), opts.readUInt32AsInt(), keyiv);

final int ivSize = cipher.getIVSize();
final int blockSize = cipher.getBlockSize();
final int parameterSize = ivSize + blockSize;
final byte[] keyIvParameters = new byte[parameterSize];

final byte[] salt = bufferedOptions.readBytes();
final int iterations = bufferedOptions.readUInt32AsInt();
new BCrypt().pbkdf(passphrase, salt, iterations, keyIvParameters);
Arrays.fill(passphrase, (byte) 0);
byte[] key = Arrays.copyOfRange(keyiv, 0, cipher.getBlockSize());
byte[] iv = Arrays.copyOfRange(keyiv, cipher.getBlockSize(), cipher.getIVSize() + cipher.getBlockSize());

final byte[] key = Arrays.copyOfRange(keyIvParameters, 0, blockSize);
final byte[] iv = Arrays.copyOfRange(keyIvParameters, blockSize, parameterSize);

cipher.init(Cipher.Mode.Decrypt, key, iv);
} else {
throw new IllegalStateException("No support for KDF '" + kdfName + "'.");
final String message = String.format("OpenSSH Private Key encryption KDF not supported [%s]", kdfName);
throw new IllegalStateException(message);
}
}

private Cipher createCipher(String cipherName) {
if (cipherName.equals(BlockCiphers.AES256CTR().getName())) {
return BlockCiphers.AES256CTR().create();
} else if (cipherName.equals(BlockCiphers.AES256CBC().getName())) {
return BlockCiphers.AES256CBC().create();
} else if (cipherName.equals(BlockCiphers.AES128CBC().getName())) {
return BlockCiphers.AES128CBC().create();
private Cipher createCipher(final String cipherName) {
final Cipher cipher;

if (SUPPORTED_CIPHERS.containsKey(cipherName)) {
final Factory.Named<Cipher> cipherFactory = SUPPORTED_CIPHERS.get(cipherName);
cipher = cipherFactory.create();
} else {
final String message = String.format("OpenSSH Key encryption cipher not supported [%s]", cipherName);
throw new IllegalStateException(message);
}
throw new IllegalStateException("Cipher '" + cipherName + "' not currently implemented for openssh-key-v1 format");

return cipher;
}

private PublicKey readPublicKey(final PlainBuffer plainBuffer) throws Buffer.BufferException, GeneralSecurityException {
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Expand Up @@ -259,6 +259,12 @@ public void shouldLoadProtectedED25519PrivateKeyAes128CBC() throws IOException {
checkOpenSSHKeyV1("src/test/resources/keytypes/ed25519_aes128cbc.pem", "sshjtest", true);
}

@Test
public void shouldLoadProtectedEd25519PrivateKeyAES256GCM() throws IOException {
checkOpenSSHKeyV1("src/test/resources/keytypes/ed25519_aes256-gcm", "sshjtest", false);
checkOpenSSHKeyV1("src/test/resources/keytypes/ed25519_aes256-gcm", "sshjtest", true);
}

@Test
public void shouldFailOnIncorrectPassphraseAfterRetries() {
assertThrows(KeyDecryptionFailedException.class, () -> {
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9 changes: 9 additions & 0 deletions src/test/resources/keytypes/ed25519_aes256-gcm
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@@ -0,0 +1,9 @@
-----BEGIN OPENSSH PRIVATE KEY-----
b3BlbnNzaC1rZXktdjEAAAAAFmFlczI1Ni1nY21Ab3BlbnNzaC5jb20AAAAGYmNyeXB0AA
AAGAAAABDpxH70vULcphyZoyd8Roc8AAAAEAAAAAEAAAAzAAAAC3NzaC1lZDI1NTE5AAAA
ID3cbY1HvyY8fXNrcESSpXm/3nGKpjxNjrlD+U5oMVmxAAAAoGXyMyKfXmGAVGLI3jbwk5
gqrHAEFI5HHuYfW1DAAjSlj41paovl9tk7jZLIGslLUrUkN8Ac6ACNYuCWQZPgPr5mXHDx
x+8GpdYPrgamB74lVwEPwk1BVjJRYUDRJ0SWyHagybITJhutq7yH+hZS+S05q2EeVee4Cn
ZqESfmPZwdHg41IkdVTrZcLzadjPrcqrGzg1P7T9zl9hLD2QfBmO+XN2FPM+ufOGxpHHyJ
SY/c
-----END OPENSSH PRIVATE KEY-----
1 change: 1 addition & 0 deletions src/test/resources/keytypes/ed25519_aes256-gcm.pub
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@@ -0,0 +1 @@
ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAID3cbY1HvyY8fXNrcESSpXm/3nGKpjxNjrlD+U5oMVmx

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