The major electronic and mechanical upgrades you're suggesting are interesting, but totally unnecessary. The restrictive cylinder head design and the rudimentary oiling system and 4 main bearing crankshaft make exotic modifications to early Chevy engines about as useful as putting lipstick on a pig. It makes you look foolish and annoys the pig.
The engine was well-designed to do what it was intended to do, move older cars and trucks down the road at a safe, sedate speed. By the time all those modern modifications get accomplished, you've got a vehicle that will be problematic and unreliable, and it will probably be in a performance envelope that will overstress the brakes and the handling capabilities. A better approach would be to adapt the body to a newer, more modern chassis if you want to incorporate all those modifications. Try a late-model Toyota pickup chassis with the early sheet metal on it. You'll end up with most of the modern running gear you describe, and a retro-looking body style.
Jerry