Authenticating Active Directory Users to Mac OS X Mavericks Server L2TP VPN Service

Posted by dean on Server Fault See other posts from Server Fault or by dean
Published on 2014-06-06T23:04:38Z Indexed on 2014/06/07 3:31 UTC
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We have a Windows Server 2012 Active Directory Infrastructure that consists of two domain controllers. Bound to the Active Directory Domain is a Mac OS X Mavericks Server 10.9.3. The server runs Profile Manager and VPN Services. My Active Directory users are able to authenticate to the Profile Manager, but not the VPN.

I have found several threads on other forums of other users reporting similar issues, here is just one of many references: https://discussions.apple.com/thread/5174619

It appears as though the issue is related to a CHAP authentication failure.

  • Can anyone suggest what next troubleshooting steps I might take?
  • Is there a way to liberalize the authentication mechanism to include MSCHAP?

Here is an excerpt of the transaction from the logs. Please note the domain has been changed to example.com.

Jun 6 15:25:03 profile-manager.example.com vpnd[10317]: Incoming call... Address given to client = 192.168.55.217 Jun 6 15:25:03 profile-manager.example.com pppd[10677]: publish_entry SCDSet() failed: Success! Jun 6 15:25:03 --- last message repeated 2 times --- Jun 6 15:25:03 profile-manager.example.com pppd[10677]: pppd 2.4.2 (Apple version 727.90.1) started by root, uid 0 Jun 6 15:25:03 profile-manager.example.com pppd[10677]: L2TP incoming call in progress from '108.46.112.181'... Jun 6 15:25:03 profile-manager.example.com racoon[257]: pfkey DELETE received: ESP 192.168.55.12[4500]->108.46.112.181[4500] spi=25137226(0x17f904a) Jun 6 15:25:04 profile-manager.example.com pppd[10677]: L2TP connection established. Jun 6 15:25:04 profile-manager kernel[0]: ppp0: is now delegating en0 (type 0x6, family 2, sub-family 0) Jun 6 15:25:04 profile-manager.example.com pppd[10677]: Connect: ppp0 <--> socket[34:18] Jun 6 15:25:04 profile-manager.example.com pppd[10677]: CHAP peer authentication failed for alex Jun 6 15:25:04 profile-manager.example.com pppd[10677]: Connection terminated. Jun 6 15:25:04 profile-manager.example.com pppd[10677]: L2TP disconnecting... Jun 6 15:25:04 profile-manager.example.com pppd[10677]: L2TP disconnected Jun 6 15:25:04 profile-manager.example.com vpnd[10317]: --> Client with address = 192.168.55.217 has hung up

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