https://www.youtube.com/watch?v=idVWl3yKgo8
This seems to suggest Windows 2000 would work.
Installing Windows 2000 on a 486
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Chris23235
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Re: Installing Windows 2000 on a 486
The CPU in the video is an AM586 133, this processor was the successor to the AM486DX. These CPUs from AMD had a FPU. So at least without tricks Windows 2000 won't work, as a Pentium was the official minimum requirement and this CPU had a FPU.