Cryptography SSL/TLS. Network Security Workshop. 3-5 October 2017 Port Moresby, Papua New Guinea

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1 Cryptography SSL/TLS Network Security Workshop 3-5 October 2017 Port Moresby, Papua New Guinea 1

2 History Secure Sockets Layer was developed by Netscape in 1994 as a protocol which permitted persistent and secure transactions. In 1997 an Open Source version of Netscape s patented version was created, which is now OpenSSL. In 1999 the existing protocol was extended by a version now known as Transport Layer Security (TLS). By convention, the term "SSL" is used even when technically the TLS protocol is being used. 2

3 SSL/TLS Protocol Application (HTTP) Encrypted SSL/TLS data [HTTP] Transport (TCP) Internet Network Access 3

4 TLS/SSL: What it does Confidentiality Encryption Integrity Keyed hash (HMAC): TLS (authentication!) Hash (MAC): SSL Authentication certificates 4

5 SSL/TLS Operations Client connects to the server To access a resource Public-key cryptography during initial handshake to authenticate and exchange session keys PKI (X.509 Certificates) Symmetric key cryptography to encrypt and hash data Master secret (shared secret) generated Separate Encryption and Hashing keys from the master secret 5

6 How SSL/TLS Works Part 1 CLIENT SERVER PKI SSL Handshake Phase Sends Hello Supported algorithms, random number 1 Message Algorithms, random number 2 Authentication Server Generates random value (pre-master secret & encrypts it with the server s public key) 4 Certificate Encrypted pre-master secret Sends Hello Message Sends Certificates Decrypts to retrieve pre-master secret Calculates Keys 7 7 Calculates Keys Sends finished message Master Secret (shared) Encryption key Hashing key 8 8 Sends finished message SSL Data Transfer Phase 9 Data 9 Encrypted data 6

7 PKI public key infra Digital (X.509) certificates associates a public key with an individual or organization public key of the subject! Version Serial Number Signature Algorithm Issuer Name Validity Period Subject Name Subject Public Key Issuer ID Subject ID Extensions (CRL) 7

8 PKI Chain of Trust Root CA Self-signed Issue and sign ICA s certificate Intermediate CA Issue and sign EE certificate Root CA ICA ICA EE EE EE EE End Entity 8

9 PKI Example Client (browser) sends https request to google.com browsers have trusted CA certificates stored Web server sends back google.com s certificate Signed by Google ICA, plus Google ICA s certificate signed by root CA (GeoTrust) Verify the certificates up the chain of trust Once successfully verified, use the public key Root CA Cert Signature (self-signed) google.com Cert Signature (signed by ICA) ICA Cert Signature (signed by root) 9

10 How SSL/TLS Works Part 2 CLIENT SERVER Symmetric Encryption SSL Handshake Phase Sends Hello Supported algorithms, random number 1 Message Algorithms, random number 2 Authentication Server Generates random value (pre-master secret & encrypts it with the server s public key) 4 Certificate Encrypted pre-master secret Sends Hello Message Sends Certificates Decrypts to retrieve pre-master secret Calculates Keys 7 7 Calculates Keys Sends finished message Master Secret (shared) Encryption key Hashing key 8 8 Sends finished message SSL Data Transfer Phase 9 Data 9 Encrypted data 10

11 Symmetric Encryption Once the server s public key is verified up the chain of trust The client generates a pre-master secret C-random & S-random Sends to the server encrypted with server s public key Both client and server generates the Master Secret Uses the pre-master secret, C-random, and S-random with the agreed key exchange cipher (eg: DH) Separate Encryption and Hashing keys generated from the Master secret All future communication hashed and encrypted using the symmetric keys 11

12 Trusted vs Non-trusted Certificate 12

13 Certificate Authority 13

14 Chinese CA WoSign faces revocation after issuing fake certificates of Github, Microsoft and Alibaba 14

15 15 Introducing Let s Encrypt An open source CA Proof your domain to get your digital (TLS/SSL) certificate

16 16 Let s Encrypt chain Let s Encrypt ICA (X3) cross-signed by DST (IdenTrust) Until ISRG (Internet Security Research Group) is trusted by everyone

17 17 Introducing Let s Encrypt Browsers and OS Check your browser (signed by Let s Encrypt)

18 LAB 18

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