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If both proxies have enabled TLS and clients let you add the sips: "prefix" you don't need to add special routing logic to cfg. Even if client itself does'n use TLS it can work (EyeBeam - TCP – > OB SER – TLS – >SER – ?? - > client)
Remember that TLS is done only on hop by hop basis.
To be sure or to define tls peers you need to do following:

Note
Encryption only, no mutual authentication
Encryption only, no mutual authentication

If encryption of the SIP messages is enough for you and no mutual verification of the servers is necessary, you can change:
tls_verify_server = 0

OpenSER proxy configuration:

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