?
Solved

Relay mail using SBS2003/Exchange 2003 to Office 365

Posted on 2011-09-13
5
Medium Priority
?
1,633 Views
Last Modified: 2012-05-12
Hi,

Got a little issue.
My Company switched to Office 365 recently.
Now i want (need) our local sbs2003 server to relay mail for some things (UPS, backup status, scan to mail) to the office 365 smtp server.
I configured the default SMTP virtual server on sbs2003 to use a smarthost (podxxxxxx.outlook.com). using TLS and TCP port 587.
I also created a routing group that forwards all mail to the same podxxxxxxx.outlook.com. (tried with an adres space of * and with individual domains).  Also configurred outbound security and enabled TLS.

When i try a test mail i get no error. It's never received either.
The exchange message tracking says the mail is routed and queued for remote delivery.

Anyone who has a clue what i'm missing/doing wrong?
Any help appreciated.
0
Comment
Question by:JHagman
[X]
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
  • 3
  • 2
5 Comments
 
LVL 12

Expert Comment

by:marcustech
ID: 36535048
check in the Queue under Exchange --> <Server name> --> Queues and see if the message is stuck there - if it is, click on it to see more details at the bottom. Also check %systemroot%\logfiles\SMTPSVC1 for related errors.
0
 

Author Comment

by:JHagman
ID: 36535145
Queue says it can't connect to remote smtp (the podxxxx.outlook.com) so there must be something wrong with the settings (i asume).
The queue error on the smtp connector: The remote server did not respond to a connection attempt.


The logfile shows no errors.

So it's either my config for authentication or the podxxxxx is rejecting connections.

0
 
LVL 12

Accepted Solution

by:
marcustech earned 750 total points
ID: 36535157
Check if podxxxx.outlook.com is accepting connections on port 587 ("telnet podxxxx.outlook.xom 587" from command line) - you won't actually be able to test smtp but can at least see if the server accepts the connection. If it accepts the connection (screen will go blank) then there's probably something up with your authentication settings, if not there's either a port blocked by a firewall somewhere or the server name is wrong.
0
 

Author Closing Comment

by:JHagman
ID: 37070579
Since it's still not working here, i'll close the question.
We found another "workaround".
0
 
LVL 12

Expert Comment

by:marcustech
ID: 37073418
If it's still not working and you would like it to work, rather than closing the question you could respond and let us know what the result of your telnet test is.  Then we can advise further troubleshooting steps and hopefully resolve your issue.  Thanks for accepting the answer though.
0

Featured Post

Office 365 Training for IT Pros

Learn how to provision tenants, synchronize on-premise Active Directory, implement Single Sign-On, customize Office deployment, and protect your organization with eDiscovery and DLP policies.  Only from Platform Scholar.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

After hours on line I found a solution which pointed to the inherited Active Directory permissions . You have to give/allow permissions to the "Exchange trusted subsystem" for the user in the Active Directory...
If you troubleshoot Outlook for clients, you may want to know a bit more about the OST file before doing your next job. IMAP can cause a lot of drama if removed in the accounts without backing up.
In this video I am going to show you how to back up and restore Office 365 mailboxes using CodeTwo Backup for Office 365. Learn more about the tool used in this video here: http://www.codetwo.com/backup-for-office-365/ (http://www.codetwo.com/ba…
Visualize your data even better in Access queries. Given a date and a value, this lesson shows how to compare that value with the previous value, calculate the difference, and display a circle if the value is the same, an up triangle if it increased…
Suggested Courses

764 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question