Routing a PPTP client and VMware Server instance running on the same box

Posted by servermanfail on Server Fault See other posts from Server Fault or by servermanfail
Published on 2011-01-23T07:32:10Z Indexed on 2011/02/25 23:26 UTC
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I have a Windows 2003 SBS box. It has 2 physical NIC's: WAN and LAN. The WAN is a public IP. The LAN is a simple 192.168.2.x subnet with Microsoft DHCP Server. Microsoft Routing and Remote Access Service is used to provide NAT to LAN. The box also runs VMware Server with a virtual machine running Windows XP. I want people to be able to VPN into the box, and connect to these virtual machines on the MSRDP port. I can VPN (PPTP) into the 2003 SBS box fine, as well as ping other machines on the LAN.

  • I can ping the VM from a physical workstation on the LAN and vice-versa.
  • I can ping the VPN client from the a physical workstation on the LAN and vice-versa.
  • I can ping the VPN client from the Server console and vice-versa.
  • I can ping the VM client from the Server console and vice-versa.
  • But I cannot ping the VPN client from the VM and vice-versa.

I was hoping to set up 2 or 3 Windows XP virtual machines on our only server, so that a couple of people can remote in to work without having to leave a physical machine on in the office. You could this attempted set up a "poor mans terminal server".

On the 2003 SBS Server:-

C:\Documents and Settings\Administrator>route print

IPv4 Route Table
===========================================================================
Interface List
0x1 ........................... MS TCP Loopback interface
0x2 ...00 50 56 c0 00 08 ...... VMware Virtual Ethernet Adapter for VMnet8
0x3 ...00 50 56 c0 00 01 ...... VMware Virtual Ethernet Adapter for VMnet1
0x10004 ...00 53 45 00 00 00 ...... WAN (PPP/SLIP) Interface
0x10005 ...00 11 43 d4 69 13 ...... Broadcom NetXtreme Gigabit Ethernet
0x10006 ...00 11 43 d4 69 14 ...... Broadcom NetXtreme Gigabit Ethernet #2
===========================================================================
===========================================================================
Active Routes:
Network Destination        Netmask          Gateway       Interface  Metric
          0.0.0.0          0.0.0.0    81.123.144.22    81.123.144.21      1
    81.123.144.20  255.255.255.252    81.123.144.21    81.123.144.21      1
    81.123.144.21  255.255.255.255        127.0.0.1        127.0.0.1      1
   81.255.255.255  255.255.255.255    81.123.144.21    81.123.144.21      1
    86.135.78.235  255.255.255.255    81.123.144.22    81.123.144.21      1
   109.152.62.236  255.255.255.255    81.123.144.22    81.123.144.21      1
        127.0.0.0        255.0.0.0        127.0.0.1        127.0.0.1      1
      192.168.2.0    255.255.255.0      192.168.2.3      192.168.2.3      1
      192.168.2.3  255.255.255.255        127.0.0.1        127.0.0.1      1
     192.168.2.26  255.255.255.255     192.168.2.32     192.168.2.32      1
     192.168.2.28  255.255.255.255     192.168.2.32     192.168.2.32      1
     192.168.2.32  255.255.255.255        127.0.0.1        127.0.0.1     50
     192.168.2.50  255.255.255.255        127.0.0.1        127.0.0.1      1
    192.168.2.255  255.255.255.255      192.168.2.3      192.168.2.3      1
     192.168.10.0    255.255.255.0     192.168.10.1     192.168.10.1     20
     192.168.10.1  255.255.255.255        127.0.0.1        127.0.0.1     20
   192.168.10.255  255.255.255.255     192.168.10.1     192.168.10.1     20
     192.168.96.0    255.255.255.0     192.168.96.1     192.168.96.1     20
     192.168.96.1  255.255.255.255        127.0.0.1        127.0.0.1     20
   192.168.96.255  255.255.255.255     192.168.96.1     192.168.96.1     20
        224.0.0.0        240.0.0.0    81.123.144.21    81.123.144.21      1
        224.0.0.0        240.0.0.0      192.168.2.3      192.168.2.3      1
        224.0.0.0        240.0.0.0     192.168.10.1     192.168.10.1     20
        224.0.0.0        240.0.0.0     192.168.96.1     192.168.96.1     20
  255.255.255.255  255.255.255.255    81.123.144.21    81.123.144.21      1
  255.255.255.255  255.255.255.255      192.168.2.3      192.168.2.3      1
  255.255.255.255  255.255.255.255     192.168.10.1     192.168.10.1      1
  255.255.255.255  255.255.255.255     192.168.96.1     192.168.96.1      1
Default Gateway:     81.123.144.22
===========================================================================
Persistent Routes:
  None



C:\Documents and Settings\Administrator>ipconfig /all

Windows IP Configuration

   Host Name . . . . . . . . . . . . : 2003server
   Primary Dns Suffix  . . . . . . . : mycompany.local
   Node Type . . . . . . . . . . . . : Unknown
   IP Routing Enabled. . . . . . . . : Yes
   WINS Proxy Enabled. . . . . . . . : Yes
   DNS Suffix Search List. . . . . . : mycompany.local
                                       gateway.2wire.net

Ethernet adapter VMware Network Adapter VMnet8:

   Connection-specific DNS Suffix  . :
   Description . . . . . . . . . . . : VMware Virtual Ethernet Adapter for VMnet
8
   Physical Address. . . . . . . . . : 00-50-56-C0-00-08
   DHCP Enabled. . . . . . . . . . . : No
   IP Address. . . . . . . . . . . . : 192.168.10.1
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   Default Gateway . . . . . . . . . :

Ethernet adapter VMware Network Adapter VMnet1:

   Connection-specific DNS Suffix  . :
   Description . . . . . . . . . . . : VMware Virtual Ethernet Adapter for VMnet
1
   Physical Address. . . . . . . . . : 00-50-56-C0-00-01
   DHCP Enabled. . . . . . . . . . . : No
   IP Address. . . . . . . . . . . . : 192.168.96.1
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   Default Gateway . . . . . . . . . :

PPP adapter RAS Server (Dial In) Interface:

   Connection-specific DNS Suffix  . :
   Description . . . . . . . . . . . : WAN (PPP/SLIP) Interface
   Physical Address. . . . . . . . . : 00-53-45-00-00-00
   DHCP Enabled. . . . . . . . . . . : No
   IP Address. . . . . . . . . . . . : 192.168.2.32
   Subnet Mask . . . . . . . . . . . : 255.255.255.255
   Default Gateway . . . . . . . . . :
   NetBIOS over Tcpip. . . . . . . . : Disabled

Ethernet adapter LAN:

   Connection-specific DNS Suffix  . :
   Description . . . . . . . . . . . : Broadcom NetXtreme Gigabit Ethernet
   Physical Address. . . . . . . . . : 00-11-43-D4-69-13
   DHCP Enabled. . . . . . . . . . . : No
   IP Address. . . . . . . . . . . . : 192.168.2.50
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   IP Address. . . . . . . . . . . . : 192.168.2.3
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   Default Gateway . . . . . . . . . :
   DNS Servers . . . . . . . . . . . : 192.168.2.3
   Primary WINS Server . . . . . . . : 192.168.2.3

Ethernet adapter WAN:

   Connection-specific DNS Suffix  . : gateway.2wire.net
   Description . . . . . . . . . . . : Broadcom NetXtreme Gigabit Ethernet #2
   Physical Address. . . . . . . . . : 00-11-43-D4-69-14
   DHCP Enabled. . . . . . . . . . . : Yes
   Autoconfiguration Enabled . . . . : Yes
   IP Address. . . . . . . . . . . . : 81.123.144.21
   Subnet Mask . . . . . . . . . . . : 255.255.255.252
   Default Gateway . . . . . . . . . : 81.123.144.22
   DHCP Server . . . . . . . . . . . : 10.0.0.1
   DNS Servers . . . . . . . . . . . : 10.0.0.1
   Primary WINS Server . . . . . . . : 192.168.2.3
   NetBIOS over Tcpip. . . . . . . . : Disabled
   Lease Obtained. . . . . . . . . . : 25 February 2011 22:56:59
   Lease Expires . . . . . . . . . . : 25 February 2011 23:06:59




C:\Documents and Settings\Administrator>ping 192.168.2.11

Pinging 192.168.2.11 with 32 bytes of data:

Reply from 192.168.2.11: bytes=32 time<1ms TTL=128
Reply from 192.168.2.11: bytes=32 time<1ms TTL=128
Reply from 192.168.2.11: bytes=32 time<1ms TTL=128
Reply from 192.168.2.11: bytes=32 time<1ms TTL=128

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