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Certificate Import and Enabling TLS/SSL on Syndeia Cloud

Terminology

  1. X.509:  An ITU-T standard based on the ASN.1 standard
  2. Public Key Cryptography Standard (PKCS):  a set of standards published by RSA
  3. Public Key Infrastructure (PKI):  Overall infrastructure based on public & private key cryptography (large prime numbers), usually includes services for issuing, signing, renewing, and revoking certificates
  4. Certificate Authority (CA):  a central authority (server) used to sign and issue certificates, usually public, ex: Verisign, Thawte, etc.
  5. Root CA:  Top-level CA, usually the cert for this is self-signed and the public cert is distributed and installed to all clients, the private keys for this are usually locked away in a secure offline location to prevent compromise
  6. Signing/Intermediate CA:  CA that is actually used to sign certificates
  7. Certificate Revocation List (CRL):  list of revoked certificates
  8. Online Certificate Status Protocol (OCSP):  protocol to detect if a certificate has been revoked
  9. .CSR (Certificate Signing Request):  file extension defining a certification request, it is what is presented to the signing-CA for signing to become a certificate, consists of three main parts: the certification request information, a signature algorithm identifier, and a digital signature on the certification request information, usually encoded in PKCS#10- a Base64 (plain-text) format,
  10. Certificate:  the public key of a server/client/user with accompanying meta-data signed by a trusted authority, used for authentication, also called an X.509 certificate as it defines the format of certificates.  Usually includes an expiration date.
  11. Wildcard certificate:  a certificate that allows any hostname under a specific domain name.  
  12. Subject Alternative Name (SAN):  An X.509 v3 extension allowing for alternative Fully Qualified Domain Names (FQDN)s/domains to be defined, ex: DNS:wikiversity.org, DNS:wikivoyage.org, DNS:wiktionary.org
  13. Full chain:  used to indicate that all certificates up to a root authority are available, ie: root-CA, signing/intermediate-CA, issued server/client/user certificate
  14. .DER (Distinguished Encoding Rules):  is a subset of the X.690 ITU-T standard specifying several ASN.1 encoding formats; also a file extension for certificates (usually binary encoded).  
  15. .PEM (Privacy-enhanced Electronic Mail):  certificate extension, Base64 (plain-text) encoded DER certificate, enclosed between "-----BEGIN CERTIFICATE-----" and "-----END CERTIFICATE-----"
  16. .CER, .CRT (Certificate):  certificate extension, X.509 format usually or Base64 (plain-text).  
  17. .P7B, .P7C (PKCS#7):  bundled certificate extension, SignedData structure without data, just certificate(s) or CRL(s)
  18. .P12 (PKCS#12) / .PFX (Personal inFormation eXchange):  bundle of (usually full-chain) certificate(s) (public) and private keys (password protected); PFX was a MS IIS standard that was the precursor to P12.  
  19. .JKS (Java Key Store):  Java key store (repository) and extension used to store private keys, public keys, and certificates, created by Java’s keytool binary

Linux RHEL/CentOS7

1. Obtain full-chained cert, ie: root/signing CA + intermediate + issued cert (+ private key?) ( (info) Note, you may need to create a CSR via openssl or Java keytool and submit it to your CA / IT security admin).  

2. Concat root-CA + signing-CA certs:

cat signing-ca.crt root-ca.crt | sudo tee signing-ca_root-ca.crt

3. On a machine with openssl, convert (PEM bundle + priv-key PEM file) to PKCS12 (PFX) file, where host.domain.tld = your server's FQDN, ie: syndeia-cloud.company.com ( (info) Note, you will need to create a password to protect exporting of the private key):

openssl pkcs12 -export -inkey host.domain.tld.key -in host.domain.tld.crt -certfile signing-ca_root-ca.crt -out host.domain.tld_CA-name_ca-chain_priv-key.pfx -name server -caname root

4. Copy .PFX over to Syndeia Cloud server which CSR was requested for

5. On the Syndeia Cloud server, import into Java Key Store (JKS) from PFX (PKCS12), where host.domain.tld = your server's FQDN, ie: syndeia-cloud.company.com, and <path_to_keystore> = your JKS path, normally /etc/java or you can create /opt/icx/syndeia-cloud-<version>/conf/keystore , and place it there ( (info) Note, you will need to create a password for the keystore + specify the password created in the previous step to protect exporting the private key)

keytool -importkeystore -srckeystore host.domain.tld_CA-name_ca-chain_priv-key.pfx -srcstoretype pkcs12 -destkeystore <path_to_keystore>/host.domain.tld_CA-name.jks -deststoretype jks

(warning) Note, you may get a warning about the keystore being in a proprietary format, you can ignore this.  

6. On the Syndeia Cloud server, update Syndeia Cloud's application.conf with the following settings to enable TLS/SSL, where <keystorePW> = the keystore password created in the previous step, ie:

# play.server.https.keyStore.path - The path to the keystore containing the private key and certificate, if not provided generates a keystore for you
play.server.https.keyStore.path = /opt/local/icx/syndeia-cloud-current/conf/keystore/host.domain.tld_CA-name.jks

# play.server.https.keyStore.type - The key store type, defaults to JKS
play.server.https.keyStore.type = jks

# play.server.https.keyStore.password - The password, defaults to a blank password
play.server.https.keyStore.password = "<keystorePW>"

# TLS/SSL port to run on
play.server.https.port = 9443
# HTTP port to run on, or set to "disabled" if you want to force TLS/SSL
play.server.http.port = disabled

# Set the following additional security settings if running on production
jdk.tls.ephemeralDHKeySize=2048
jdk.tls.rejectClientInitiatedRenegotiation=true

7. On Syndeia Cloud server, restart the Syndeia Cloud service, ie: sudo systemctl restart syndeia-cloud

Windows 2012-R2

1. Obtain full-chained cert, ie: root/signing CA + intermediate + issued cert (+ private key?) ( (info) Note, you may need to create a CSR via openssl or Java keytool or IIS and submit it to your CA / IT security admin).  

2. Concat root-CA + signing-CA certs:

copy signing-ca.crt+root-ca.crt signing-ca_root-ca.crt

3. On a machine with openssl, convert (PEM bundle + priv-key PEM file) to PKCS12 (PFX) file, where host.domain.tld = your server's FQDN, ie: syndeia-cloud.company.com ( (info) Note, you will need to create a password to protect exporting of the private key):

openssl pkcs12 -export -inkey host.domain.tld.key -in host.domain.tld.crt -certfile signing-ca_root-ca.crt -out host.domain.tld_CA-name_ca-chain_priv-key.pfx -name server -caname root

4. Copy .PFX over to Syndeia Cloud server which CSR was requested for

5. On the Syndeia Cloud server, import into Java Key Store (JKS) from PFX (PKCS12), where host.domain.tld = your server's FQDN, ie: syndeia-cloud.company.com, and <path_to_keystore> = your JKS path, normally %UserProfile%, ie: C:\Users\<username>\.keystore or you can create %ProgramFiles%\Intercax\syndeia-cloud-<version>\conf\keystore , and place it there ( (info) Note, you will need to create a password for the keystore + specify the password created in the previous step to protect exporting the private key)

keytool -importkeystore -srckeystore host.domain.tld_CA-name_ca-chain_priv-key.pfx -srcstoretype pkcs12 -destkeystore <path_to_keystore>\host.domain.tld_CA-name.jks -deststoretype jks

(warning) Note, you may get a warning about the keystore being in a proprietary format, you can ignore this.  

6. On the Syndeia Cloud server, update Syndeia Cloud's application.conf with the following settings to enable TLS/SSL, where <keystorePW> = the keystore password created in the previous step, ie:

# play.server.https.keyStore.path - The path to the keystore containing the private key and certificate, if not provided generates a keystore for you
play.server.https.keyStore.path = /opt/local/icx/syndeia-cloud-current/conf/keystore/host.domain.tld_CA-name.jks

# play.server.https.keyStore.type - The key store type, defaults to JKS
play.server.https.keyStore.type = jks

# play.server.https.keyStore.password - The password, defaults to a blank password
play.server.https.keyStore.password = "keystorePW"

# TLS/SSL port to run on
play.server.https.port = 9443
# HTTP port to run on, or set to "disabled" if you want to force TLS/SSL
play.server.http.port = disabled

# Set the following additional security settings if running on production
jdk.tls.ephemeralDHKeySize=2048
jdk.tls.rejectClientInitiatedRenegotiation=true

7. On the Syndeia Cloud server, restart the Syndeia Cloud service.

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