A 4" stroke standard bore 273 would be a 330. You might as well stroke a 318 to 390, a 340 to 415, or a 360 to 408. There are kits/parts already made for those combinations.
The 360 crank has larger bearing surfaces. Could it be done? Sure. Does it make sense? Not really. Having pistons made for a stroker would also be an issue.
OK, main bearing diameter I had forgotten about.
As I mentioned a 1940 Chev project in post #94, I do not row the boat the same direction as everyone else. I like something different. The guy I bought the Chev coupe from has one with a pretty good body. 8 to 10 years and he still can not decide on the engine to use.
-301 turbo from the Firebird
-A 350 vortec that he is not sure of the condition.
-454 Chev from his 72 GTO that he now has a 455 Pontiac engine for.
-an LS from salvage.
His thought for me was just get a LS as everyone else is doing. Not my river to paddle.
