When he first could use PS
Nope, PS power is on Bijuu level and the 6 Peinsbeat the 6 tails Jinchuuriki and Jinchuurikis are stronger than Bijuus by themselves as the 8 tails said and Hashirama implied. Deva Pein ST 3 giant toads who are about the size of a Bijuu which Sasuke's PS is close in size with so if Deva can ST 3 similar sized figures miles away causing them to break their bones then he can do it to PS; also this is after Nagato used a ton of chakra fighting Konoha ninja's and using Almighty push.
EMS Sasuke has no knowledge of the Pein's abilities so he doesn't know about Deva's 5 sec interval (which Nagato himself does not have), that they have shared vision, that Nagato is the true fighter, or anything while Nagato did have knowledge on some of Sasuke's skills and abilities thanks to Zetsu. Plus Sasuke didn't master his EMS until after the war compared to Nagato who had like 30 years with the Rinnegan.
When he got EMS
Nope^
When he got EMS he reached a legendary level far above Nagato
Nope^^
When he got EMS
Nope^^^
When he got EMS and used PS.
PS gets ST, next.^^^^
Legged Susanoo.
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PS gets ST so no leg Susanoo stands lite to no chance.^^^^^
When he faced 5 Kages and their back up on his own
So after Gaara saved Sasuke from A, run away from them with Karin then began to get beaten by the other 2 Kages with their guards is Sasuke being able to beat Nagato who could actually do far better in the same situation? Makes little sense. Rinnegan Sasuke surpassed Nagato.