How to test connectivity and configuration of an Exchange server
This tool provided by Microsoft is web-based, and is designed to help IT Administrators troubleshoot connectivity issues that affect their Exchange Server deployments. The tool simulates several client logon and mail flow scenarios. When a test fails, many of the errors have troubleshooting tips to assist the IT Administrator to correct the problem.
For supporting ShareScan, this tool is useful for troubleshooting Office 365, Federated deployments, as well as most Exchange 2013, 2010 and 2007 environments.
To start testing, use the option for "Synchronization, Notification, Availability, and Automatic Replies"
Exchange Remote Connectivity Analyzer Tool https://testconnectivity.microsoft.com/
Microsoft TechNet article discussing the tool http://technet.microsoft.com/library/dd439364.aspx