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I love my Mac and would use it exclusively except for one problem. For the life of me I can't get either the built-in Mac VPN or Digitunnel to let me resolve local fileserver names when over the VPN. Our VPN server sits in our DMZ and is Microsoft Server VPN. For example, when I type in smb://pmdata01 where pmdata01 is the name of our fileserver or smb://pmdata01.ad.purcellmurray.com which I assume is the fileserver name plus the AD portion it just times out. I can't ping any local share names either via network utility.
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But when I am in the office on our network these resolve just fine. At this point I am willing to do just about anything to get this to work. For example, if I deployed Snow Leopard Server in our DMZ and VPN'd into that would that box be able to resolve our internal DNS share names? Would it 'just work?'
Any help would be awesome. Some VPN servers doesn't provide (enough) routing info to VPN clients (maybe not configured?). OS X server does (if you configure it - if unconfigured default gw is through VPN). DNS IPs provided by VPN server should be same as the ones used on the server LAN (from DHCP). Having the VPN server in DMZ might not use the same default gw as machines on the LAN = additional routing config and definitions/info might be needed.
When you are connected through the VPN if your do in Terminal: To see what DNS you get: scutil -dns (read first in list) and maybe to see what routes you get: netstat -rn You don't say what VPN you are using PPTP or L2TP or? If it's PPTP you use, 'VPN passthrough' (GRE protocol and TCP port 1723), is required in all routers on the way.
You might be able to connect but maybe not able to send receive any data if GRE isn't getting through = errors in ppp.log. And you could try putting VPN 'interface' at the top of the list in Network config. Are you sure dns isn't resolved?
If you try when connected through VPN in Terminal: host -v pmdata01.ad.purcellmurray.com or ping pmdata01.ad.purcellmurray.com and maybe you can add dns IPs manually to VPN 'interface'. Find out what dns is used on the server/company LAN using scutil -dns or perhaps: ipconfig getpacket en0 (if using ethernet) or might be available just by looking at settings in Network (DHCP supplied). Perhaps you could connect using IP numbers instead of names if there are only a few you need? Apple Footer. This site contains user submitted content, comments and opinions and is for informational purposes only.
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