SSL VPN - RDP connection to outside fails

Unanswered Question
Aug 7th, 2008
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I have a 5520 configured for IPSec nad SSL VPN. When clients connect using either mode, they connect fine.

I have 2 machines inside our corporate network that we allow access to RDP session at user's home as part of testing.

Basically, these 2 users leave their machine connected at their home via VPN. When they get to work, they RDP from work to the home PC. It works fine for IPsec clients. If they connect using SSL, rdp session timesout.

VPN pool IP is on the same subnet as inside interface. Clients get public IP from the VPN pool. Inside network, they get 10.x.x.x ip addresses. I have no nat configured for inside network to VPN pool ip addresses.

Here is the log

Built outbound TCP connection 8408 for outside x.x.231.78/3389(x.x.232.78/3389) to inside (

Teardown TCP connection 8407 for outside x.x.231.78/3389 to inside duration 0:00:30 bytes 0 SYN Timeout

Do I need to do anything special if I need to allow this outbound RDP sessions if they connect using SSL?


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Anonymous (not verified) Wed, 08/13/2008 - 12:48
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The syslog message indicates the connection closed because the of SYN timeout. This tells the administrator that no application X server responses were received by the ASA. Syslog message termination reasons can vary.


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