package de.mlessmann.certassist.openssl; import de.mlessmann.certassist.ExecutableResolver; import de.mlessmann.certassist.except.CommandLineOperationException; import de.mlessmann.certassist.except.UnresolvableCLIDependency; import org.apache.commons.lang3.StringUtils; import org.slf4j.Logger; import org.springframework.beans.factory.annotation.Autowired; import org.springframework.lang.Nullable; import org.springframework.stereotype.Service; import org.zeroturnaround.exec.ProcessExecutor; import org.zeroturnaround.exec.StartedProcess; import org.zeroturnaround.exec.stream.slf4j.Slf4jStream; import java.io.IOException; import java.nio.charset.StandardCharsets; import java.nio.file.Files; import java.nio.file.Path; import java.nio.file.StandardOpenOption; import java.util.List; import java.util.Optional; import java.util.concurrent.ExecutionException; import static org.slf4j.LoggerFactory.getLogger; @Service public class OpenSSLCertificateCreator { public static final String OPENSSL_CERT_SUBJECT_TEMPLATE = "/C=ISO-COUNTRY/ST=STATE/L=LOCALITY/O=ORGANIZATION/CN=COMMON-NAME"; private static final Logger LOGGER = getLogger(OpenSSLCertificateCreator.class); private static final String CSR_EXT_TEMPLATE = """ authorityKeyIdentifier=keyid,issuer basicConstraints=CA:FALSE keyUsage = digitalSignature, nonRepudiation, keyEncipherment, dataEncipherment subjectAltName = @alt_names [alt_names] """; private final ExecutableResolver executableResolver; @Autowired public OpenSSLCertificateCreator(ExecutableResolver executableResolver) { this.executableResolver = executableResolver; } private static String buildSubjectArg(CertificateRequest request) { String certSubject = OPENSSL_CERT_SUBJECT_TEMPLATE.replace("ISO-COUNTRY", request.getSubject().getCountry()).replace("STATE", request.getSubject().getState()).replace("LOCALITY", request.getSubject().getLocality()).replace("ORGANIZATION", request.getSubject().getOrganization()).replace("COMMON-NAME", request.getCommonName()); if (StringUtils.isNotBlank(request.getSubject().getOrganizationalUnit())) { certSubject += "/OU=" + request.getSubject().getOrganizationalUnit(); } if (StringUtils.isNotBlank(request.getSubject().getEmailAddress())) { certSubject += "/emailAddress=" + request.getSubject().getEmailAddress(); } return certSubject; } @Nullable public OpenSSLCertificateResult createCertificate(CertificateRequest request) throws CommandLineOperationException, InterruptedException { Path tmpDir; try { tmpDir = Files.createTempDirectory("certassist"); } catch (IOException e) { throw new CommandLineOperationException("Could not create temporary directory for certificate creation", e); } Path keyFile = createKeyfile(request, tmpDir.resolve("root.key")); Path rootCert = createCertificate(request, keyFile, tmpDir.resolve("root.crt")); Path childKey = createKeyfile(request, tmpDir.resolve("child.key")); Path unsignedCert = createCertificate(request, childKey, tmpDir.resolve("child.csr")); Path signedCert = signCertificate(request, rootCert, keyFile, unsignedCert); return new OpenSSLCertificateResult(tmpDir); } private Path createKeyfile(CertificateRequest request, Path outFile) throws CommandLineOperationException, InterruptedException { Path keyFile = outFile.toAbsolutePath(); LOGGER.atDebug().log("Writing new certificate key to {}", keyFile); try { StartedProcess keygenProc = new ProcessExecutor().command(resolveOpenSSL(), "genrsa", "-out", keyFile.toString(), "-passout", "env:KEY_PASS", Integer.toString(request.getRequestedKeyLength())).environment("KEY_PASS", request.getOid()).redirectOutput(Slf4jStream.ofCaller().asDebug()).redirectError(Slf4jStream.ofCaller().asError()).start(); keygenProc.getFuture().get(); } catch (IOException e) { throw new CommandLineOperationException("Failure running OpenSSL keygen command.", e); } catch (ExecutionException e) { throw new RuntimeException(e); } return keyFile; } private Path createCertificate(CertificateRequest request, Path keyFile, Path outFile) throws CommandLineOperationException, InterruptedException { LOGGER.atDebug().log("Writing new certificate file {}", outFile); String certSubject = buildSubjectArg(request); try { StartedProcess certGenProc = new ProcessExecutor().command(resolveOpenSSL(), "req", "-new", "-passin", "env:KEY_PASS", "-key", keyFile.toString(), "-sha256", "-days", Integer.toString(request.getRequestedValidityDays()), "-out", outFile.toString(), "-passout", "env:KEY_PASS", "-utf8", "-subj", certSubject).environment("KEY_PASS", request.getOid()).redirectOutput(Slf4jStream.ofCaller().asDebug()).redirectError(Slf4jStream.ofCaller().asError()).start(); certGenProc.getFuture().get(); } catch (IOException e) { throw new CommandLineOperationException("Failure running OpenSSL req command.", e); } catch (ExecutionException e) { throw new RuntimeException(e); } return outFile; } private Path signCertificate(CertificateRequest request, Path caCert, Path caKey, Path csrFile) throws CommandLineOperationException, InterruptedException { Path outFile = csrFile.resolveSibling(csrFile.getFileName().toString().replace(".csr", ".crt")); LOGGER.atDebug().log("Writing new signed certificate file {}", outFile); Path extFile = csrFile.resolveSibling(csrFile.getFileName().toString().replace(".csr", ".ext")); try { String extContent = CSR_EXT_TEMPLATE; List altNames = Optional.ofNullable(request.getExtension()) .map(CertificateRequestExtension::getAlternativeNames) .orElse(List.of()); if (!altNames.isEmpty()) { String altNamesContent = String.join("\n", altNames); extContent = extContent.replaceAll("\\[alt_names]\n?, ", "[alt_names]\n" + altNamesContent); } else { extContent = extContent.replaceAll("\\s*subjectAltName\\s+=\\s+@alt_names\n?", ""); extContent = extContent.replaceAll("\\[alt_names]\n?, ", ""); } LOGGER.debug("Writing extension file content: \n {}", extContent); Files.writeString(extFile, extContent, StandardCharsets.UTF_8, StandardOpenOption.CREATE, StandardOpenOption.TRUNCATE_EXISTING); } catch (IOException e) { throw new RuntimeException(e); } try { StartedProcess certGenProc = new ProcessExecutor().command(resolveOpenSSL(), "x509", "-req", "-days", Integer.toString(request.getRequestedValidityDays()), "-in", csrFile.toString(), "-CA", caCert.toString(), "-CAkey", caKey.toString(), "-CAcreateserial", "-out", outFile.toString(), "-extfile", extFile.toString()).redirectOutput(Slf4jStream.ofCaller().asDebug()).redirectError(Slf4jStream.ofCaller().asError()).start(); certGenProc.getFuture().get(); } catch (IOException e) { throw new CommandLineOperationException("Failure running OpenSSL x509 command.", e); } catch (ExecutionException e) { throw new RuntimeException(e); } return outFile; } private String resolveOpenSSL() throws CommandLineOperationException { try { return executableResolver.getOpenSSLPath(); } catch (UnresolvableCLIDependency e) { throw new CommandLineOperationException(e); } } }