You are able to install the Datto Windows Agent on Windows Server 2008 R2 SP1, but during the initial reboot after the install, Windows Server boots into recovery mode.
- Datto Windows Agent
- Windows 2008 R2 SP1
The Windows Server is missing Windows update KB3033929 (external link).
Apply the security patch to your protected machine by using either your built-in Windows update utility or by running the standalone installer from Microsoft (external link). After applying the patch, the affected system should boot normally.