I'm slightly surprised that no one has suggested PDP-11 assembler as a good starting point if you're not going to learn a current instruction set. Perhaps it's because it was the first one I learnt properly but all the early miccroprocessors felt like a step backwards. I did spend a few years writing Z80 assembler but I wouldn't recommend it nowadays as it's not a very orthogonal instruction set and 6502 doesn't have…
It's kind of hard to get hold of a PDP-11 these days. Even getting an OS, compiler etc is not that easy. If you like the PDP-11 then you get the same qualities slightly restricted in the MSP430 and slightly enhanced in the 68000. But, really, just forget all those relics and learn either RISC-V (the best answer) or else one of the half-dozen Arm variations. I'm partial to ARM7TDMI myself for sentimental reasons doing…
Then just get 2.11 BSD (or V7 Unix if you're a minimalist/masochist), install it, and you're free to write/run/debug all the PDP11 assembly you want.
But I do question the value of doing this. I'm a big believer in the notion that you can't train skills by proxy, so if your goal is to become proficient in writing assembly for modern architectures, then you might as well do so by learning a modern architecture.