Ahmed,
I can't answer the TMS piece. I have never worked with it and therefore don't know the OS at all, but if you have the space available and can create the file location that can be accessed I would think it is similar to most systems. I take it you don't have any other servers locally for this piece, is that why you want to do it via TMS? Personally I would just use a Windows server with Solar Winds in a different location and set it to run over a weekend, should be finished when you get back to the office.
This guide has everything you need for the upgrade other than that, in case you haven't seen it yet.
https://www.cisco.com/c/en/us/td/docs/voice_ip_comm/cucm/upgrade/11_5_1/cucm_b_upgrade-guide-cucm-115/cucm_b_upgrade-guide-cucm-115_chapter_0111.html
Good Luck.