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Cannot Connect to Server 2008 Through Custom VPN Connection

Question
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My goal is to establish several VPN connections to my server with the goal of using Microsoft Terminal Services Client (mstsc) to allow users to access their own accounts on the server. The client computers are running Windows 7 and Windows XP. I've had this working before, but it no longer is working. As far as I'm aware nothing was changed. I need this connection up ASAP and I'm stumped as to what could be hampering it. I'm very new to Server 2008; my networking knowledge and skills are intermediate. I've been able to do this with Server 2000, but I am stumbling my way through the Role system on Server 2008.
My server is running Windows Server Standard 2008 with Service Pack 2 installed. It has a static IP address of 192.168.1.254 on my network. I'm having to use a custom VPN setup because my server only has one NIC.
My router is a Linksys WRT400N with the IP address of 192.168.1.1 with a subnet mask of 255.255.255.0. The internet side is using an address of 192.168.0.4 with a subnet mask of 255.255.255.0.
The above router is attached to an Actiontec DSL Modem using an internal address of 192.168.0.1 with a subnet mask of 255.255.255.0.
I'm using dyndns.com as my ddns server and am able to ping the server's site just fine. All users should have permissions to connect and establish a remote desktop view. I've uninstalled and reinstalled NPS and RRAS several times now trying different settings to try to get this to work again.
Monday, May 16, 2011 12:07 PM
All replies
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Hi Aeden,
Thanks for posting here.
You should first enable and configure VPN service on this single NIC Windows Server 2008 host with performing RRAS wizard like what discussed in the articles below:
VPN server deployment: IP Addressing, Routing/NAT, Single vs two NIC
How to configure VPN Server with single NIC on Windows Server
After that you should add routing entries for commutation between two IP segments on Linksys WRT400N , Actiontec DSL Modem device and VPN server:
Internet--------Actiontec DSL Modem(192.168.0.1)--------(192.168.0.4)Linksys WRT400N(192.168.1.1)-------- (192.168.1.254)VPN Server
On Actiontec DSL Modem:
192.168.1.0 255.255.255.0 192.168.0.4
On VPN Server:
192.168.0.0 255.255.255.0 192.168.1.1
Meanwhile, you should also configure port forward on Actiontec DSL Modem for forwarding all incoming VPN connation to host 192.168.1.254.
Which ports to unblock for VPN traffic to pass-through?
For more information please refer to the articles below:
Enable RRAS as a VPN Server and a NAT Router
http://technet.microsoft.com/en-us/library/dd458971(WS.10).aspx
Remote access/VPN server role: Configuring a remote access/VPN server
http://technet.microsoft.com/en-us/library/cc736357(WS.10).aspx
How to use the Windows Server 2003 Routing and Remote Access Service or ISA Server 2006 or ISA Server 2004 with a DSL router for Internet access
http://support.microsoft.com/kb/837453
Thanks.
Tiger Li
Please remember to click “Mark as Answer” on the post that helps you, and to click “Unmark as Answer” if a marked post does not actually answer your question. This can be beneficial to other community members reading the thread.Tuesday, May 17, 2011 6:46 AM -
I've followed your instructions but I'm still unable to establish a VPN connection. I'm thinking I might have an issue with the security properties of the VPN connection. I've included the majority of the settings for the devices below.
ActionTec DSL Modem
WAN IP Address
Obtain an IP Address through PPPoA (Dynamic)
PPP Auto Connect
Encapsulation = VC-MUX
Lan IP Address
Device IP Address = 192.168.0.1 (Static)
Device LAN Netmask = 255.255.255.0
DHCP Server = On
Beginning IP Address = 192.168.0.2
Ending IP Address = 192.168.0.254
SubnetMask = 255.255.255.0
Lease Time = 86400
Domain Name = domain_not_set.invalid
DNS = Dynamic
Services Blocking (None)
Website Blocking (None)
Remote Management = Off
Application Level Gateway (ALG) and Port Forwarding
192.168.0.4
Other
TCP 22 22 22
TCP 540 540 540
IPSEC
UDP 500 500 500
ESP * * *
PPTP
TCP 1723 1723 1723
GRE * * *
VPN
UDP 4500 4500 4500
UDP 1701 1701 1701
TCP 443 443 443
DMZ Hosting = Off
Firewall Security Level = Off
Dynamic Routing = Off
NAT = On
Static Routing
192.168.1.0 255.255.255.0 192.168.0.4
UPnP = Off
WRT400N Simultaneous Dual-Band Wireless-N Router
Internet Setup
Internet Connection Type = Static IP
Internet IP Address = 192.168.0.4
Subnet Mask = 255.255.255.0
Default Gateway = 192.168.0.1
DNS 1 = 192.168.0.1
DNS 2 = 208.254.148.69
DNS 3 = 208.254.148.100
Network Setup
Router IP Address = 192.168.1.1
Subnet Mask = 255.255.255.0
DHCP Server = Enabled
Start IP Address = 192.168.1.100
Maximum Number of Users = 50
IP Address Range = 192.168.1.100 to 149
Client Lease Time = 1440
DNS 1 = 64.51.191.57
DNS 2 = 216.175.203.59
DNS 3 = 192.168.0.1
WINS = 0.0.0.0
DDNS Service = Disabled
MAC Address Clone = Disabled
Advanced Routing
NAT = Enabled
Dynamic Routing (RIP) = Disabled
Static Routing
Destination Subnet Mask Gateway Hop Interface
192.168.1.0 255.255.255.0 192.168.1.1 1 LAN & Wireless
192.168.0.0 255.255.255.0 192.168.0.4 1 Internet (WAN)
239.0.0.0 255.0.0.0 * 1 LAN & Wireless
127.0.0.0 255.0.0.0 192.168.1.1 1 LAN & Wireless
default 0.0.0.0 192.168.0.1 1 Internet (WAN)
Security
Firewall = Disabled
Internet Filter
Filter IDENT (Port 113)
Web Filter (None)
VPN Passthrough
IPSec Passthrough = Enabled
PPTP Passthrough = Enabled
L2TP Passthrough = Enabled
Access Restrictions
Internet Access Policy (Nothing Blocked)
Applications & Gaming
Single Port Forwarding
Ext Port Int Port Protocol To IP Address
53 53 Both 192.168.1.254
25 25 TCP 192.168.1.211
22 22 TCP 192.168.1.211
540 540 TCP 192.168.1.211
3389 3389 Both 192.168.1.211
3390 3390 TCP 192.168.1.254
1723 1723 TCP 192.168.1.254
443 443 TCP 192.168.1.254
1701 1701 UDP 192.168.1.254
8085 8085 Both 192.168.1.254
500 500 UDP 192.168.1.254
Port Range Forwarding
Start End Protocol IP Address
22 22 TCP 192.168.1.211
540 540 TCP 192.168.1.211
8080 8080 Both 192.168.1.211
3389 3389 Both 192.168.1.211
4500 4500 UDP 192.168.1.254
Port Range Triggering (None)
DMZ = Enabled
Source IP Address = Any IP Address
Destination IP Address = 192.168.1.211
QoS
Wireless WMM Support = Enabled
Wireless No Acknoledgement = Disabled
Internet Access Priority = Disabled
VPN Server (Server 2008, Not Using Domains)
NIC
IP Address = 192.168.1.254
Subnet Mask = 255.255.255.0
Default Gateway = 192.168.1.1
Preferred DNS Server = 192.168.1.1
Alternate DNS Server = 192.168.0.1
Firewall = Disabled
Network Policy and Access Services
Events: 1 Warning
A certificate could not be found. Connections that use the L2TP protocol over IPsec require the
installation of a machine certificate, also known as a computer certificate. No L2TP calls will be
accepted.
System Services: All Running
Display Name Service Name Status Startup Type Monitor
Remote Access Connection Manager RasMan Running Manual Yes
Routing and Remote Access RemoteAccess Running Auto Yes
Role Services: 3 Installed
Role Service Status
Network Policy Server Not Installed
Routing and Remote Access Services Installed
Remote Access Service Installed
Routing Installed
Health Registration Authority Not Installed
Host Credential Authorization Protocol Not Installed
Routing and Remote Access Properties
General
IPv4 Router = Enabled
LAN and demand-dial routing
IPv6 Router = Disabled
IPv4 Remote Access Server = Enabled
IPv6 Remote Access Server = Disabled
Security
Authentication Provider: Windows Authentication
Authentication Methods:
Extensible Authentication Protocol (EAP) = Enabled
Protected EAP (PEAP)
Microsoft Encrypted Authentication Version 2 (MS-CHAP v2) = Enabled
Encrypted Authentication (CHAP) = Enabled
Unencrypted Password (PAP) = Enabled
Unauthenticated Access = Disabled
Accounting Provider: Windows Accounting
Allow Custom IPSec Policy for L2TP Connection = Disabled
IPv4
Enable IPv4 Forwarding = Enabled
IPv4 Address Assignment = Static Address Pool
From To Number IP Address Mask
192.168.1.50 192.168.1.99 50 192.168.1.0 255.255.255.128
Enable Broadcast Name Resolution = Enabled
IPv6
Enable IPv6 Forwarding = Enabled
Enable Default Route Advertisement = Enabled
IPv6 Prefix Assignment (None)
PPP
Multilink Connections = Enabled
Dynamic Bandwidth Control Using BAP or BACP = Enabled
Link Control Protocol (LCP) Extensions = Enabled
Software Compression = Enabled
Logging
Log Errors and Warnings
Log Additional Routing and Remote Access Information (used for debugging) = Disabled
Network Interfaces
Interface Type Status State
Loopback Loopback Enabled Connected
Local Area Connection Dedicated Enabled Connected
Internal Internal Enabled Connected
Ports Properties
Name Used By Type Number of Ports
WAN Miniport (PPPOE) Routing PPPoE 1
WAN Miniport (PPTP) RAS/Routing PPTP 128
WAN Miniport (L2TP) RAS/Routing L2TP 128
WAN Miniport (SSTP) RAS SSTP 128
IPv4
Static Routes
Destination Network Mask Gateway Interface Metric View
192.168.0.0 255.255.255.0 192.168.1.1 Local Area Conneciton 256 Both
VPN Connection Properties (On Client PC, Running Win 7 Ultimate x64, Not Using Domain, On a Private Class C Network 192.168.66.0)
General
Host Name or IP Address
(ommitted for security reasons)
First Connect = Disabled
Options
Display Progress While Connecting = Enabled
Prompt for Name and Password, Certificate, Etc. = Enabled
Include Windows Logon Domain = Enabled
Redial Attempts = 3
Time Between Redial Attempts = 1 Minute
Idle Time Before Hanging Up = Never
Redial if Line is Dropped = Enabled
PPP Settings:
Enable LCP Extensions = Enabled
Enable Software Compression = Disabled
Negotiate Multi-Link for Single-Link Connections = Disabled
Security
Type of VPN = Automatic
Advanced Settings
L2TP
Use Certificate for Authentication
Verify the Name and Usage Attributes of the Server's Certificate = Enabled
IKEv2
Mobility = Enabled
Network Outage Time = 30 Minutes
Data Encryption = Require Encryption (Disconnect if Server Declines)
Authentication
Allow These Protocols
EAP-MSCHAPv2 will be used for IKEv2 VPN type
Unencrypted Passowrd (PAP) = Enabled
Challenge Handshake Authentication Protocol (CHAP) = Enabled
Microsoft CHAP Version 2 (MS-CHAP v2) = Enabled
Automatically use my Windows Logon Name and Password = Disabled
Networking
Internet Protocol Version 6 (TCP/IPv6) = Enabled
Properties
Obtain an IPv6 Address Automatically
Obtain DNS Server Address Automatically
Advanced
IP Settings
Use Default Gateway on Remote Network = Enabled
Automatic Metric = Enabled
DNS (Empty or All Options Disabled)
Internet Protocol Version 4 (TCP/IPv4) = Enabled
Properties
Obtain an IPv4 Address Automatically
Obtain DNS Server Address Automatically
Advanced
IP Settings
Use Default Gateway on Remote Network = Enabled
Automatic Metric = Enabled
DNS (Empty or All Options Disabled)
WINS
Enable NetBIOS over TCP/IP
File and Printer Sharing for Microsoft Networks = Enabled
Client for Microsoft Networks = Enabled
Sharing
Allow Other Network Users to Connect Through This Computer's Internet Connection = Disabled
Wednesday, May 18, 2011 1:16 AM