Multiple domains (bound to multiple IPs) send connectors?

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Paul Vladi

I have searched hi and low, and found nothing... I hope that some knowledgeable person here may know how to solve this…
Background:
I have about 10 unique domain names, and 10 unique IP addresses that belong to different customers on one server running server 2008 ent r2, and exchange 2010 std. So, for example janes-flowers.com x.x.x.100 is different from johns-pizza.com x.x.x.101
When jane@janes-flowers.com sends email I want the connection to the recipients server to originate from ip x.x.x.100, and when john@johns-pizza.com sends email, that connection should originate from x.x.x.101
The problem
The Send connectors in hub transport lack any kind of IP binding settings.
The question:
On a single exchange server (so no dedicated transport role) how do I set up multiple send connectors that bind to different IP addresses for different senders?
 
I think you can use an IIS smart host box and create multiple smtp virtual server to achieve what you want. Exchange send connectors can be configured to use a specific address space and a smart host for each domain name.

Here are few links that may help you:

Configuring an SMTP Virtual Server as a Smart Host - See the child nodes in left hand side pane on technet for detailed information

New SMTP Send Connector Wizard > Configure Smart Host Authentication Settings Page



Milind Naphade | MCTS:M (Exchange 2007 and 2010) | http://www.msexchangegeek.com http://www.msexchangegeek.com/?feed=rss
 
I think you can use an IIS smart host box and create multiple smtp virtual server to achieve what you want. Exchange send connectors can be configured to use a specific address space and a smart host for each domain name.
Here are few links that may help you:
Configuring an SMTP Virtual Server as a Smart Host - See the child nodes in left hand side pane on technet for detailed information
New SMTP Send Connector Wizard > Configure Smart Host Authentication Settings Page

Milind Naphade | MCTS:M (Exchange 2007 and 2010) | http://www.msexchangegeek.com This will not solve the problem of choosing which send connector to use, as send connectors can be given rules to deliver to specific domains, and not from which domain email is sent.
e.g. I can specify for a send connector “1” to send email to abc.com and connector “2” to send email to xyz.com but I cannot specify connector “1” to be used when user@abc.com is sending email and connector “2” to be used when user@xyz.com is sending email. (as I do not know where each user is sending email to)
 
Couple of questions:

1. Why do you need the source IP to be different for each domain?

2. Are you going through a Firewall of some sort before you reach your destination?

3. Are all the IPs bound to one NIC, or multiple NICs?

Casper Pieterse, Principle Consultant - UC, Dimension Data South Africa, Microsoft Certified Master: Exchange 2007
 
Couple of questions:

1. Why do you need the source IP to be different for each domain?

2. Are you going through a Firewall of some sort before you reach your destination?

3. Are all the IPs bound to one NIC, or multiple NICs?
Casper Pieterse, Principle Consultant - UC, Dimension Data South Africa, Microsoft Certified Master: Exchange 2007 Thank you for your help!!!
1. Mostly to defeat spam filters.
new spam measures being introduced by gmail, yahoo and many private companies now check for reverse DNS of the connecting server, so if email is from joe@blogs.com but rdns of the connecting ip is someserver.net the message is flagged as spam. (SPF does not help much)
I am currently experiencing this issue with gmail, and with some private servers.
2. Yes, there is a firewall, but it is stealth
3. All IPs are on the same NIC
I have set up reverse DNS no match all the IPs that I have to the domains that I have, and would very much like to have my email server to use that.
P.S. shoving it off to an edge transport server running in hyper-v is not really an option, as I need the IPs on the main box, since the server is hosting the websites too.
 
There actually is no built in way to select the outgoing IP address in Exchange - all connectors always use the lowest IP address in the system.

You need to use a 3rd party tool. Check out MultiSendcon (http://www.servolutions.com/multisendcon.htm) - it's easy to install and does exacty what you need.
 
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