I'd say that you'd be much better off using an electronic fuel injection systems as opposed to the OEM '57 Rochester mechanical system. I expect that you can probably increase your nozzle size to deal with the 35% increase in engine volume, but then you could well get into turndown issues needed for low rpm operation - the nozzle might not be controllable in the idle range. I'm not saying this is a given, but I think it might be more of a tuning challenge than you think.

One of the Great 8 cars at Detroit had an intake that was built to look exactly like the OEM injection system from '57, but was a modern EFI. That would be the best of both worlds, but not a cheap way to roll.