If you use the Amsoil designed for V-Twins then they say you can use it in all three holes, just like SYN3. Same goes for Mobil 1 V-Twin 20w50, btw. However, IMHO you are better off using real gear oil in the trans, not motor oil. The motor oils may meet the minimum requirements, but that doesn't mean they are as good as a top rated 75w90 gear oil.
Jerry
Totally agree you need a good gear oil in the tranny! I don't think motor oil can cushion the gears in there sufficiently. I currently am running Shockproof there, but I have used Mobil 1 75W-140 syn gear oil, too.
I think a 20W-50 motor oil is too thick for the primary. All the oil in there does is cool the clutch and keep the primary chain from rusting. I run a mix of Formula+ and Mobil 1 syn ATF in there. I think thinner is better for cooling the clutch.
For the crankcase, I currently run Mobil 1 V-Twin 20W-50, but I have also run AMSOil 20W-50 in there.
I have found that THREE quarts in the crankcase after an oil change gets the level nearly perfect. I like to run it two marks down from full. It has never puked any oil.
I also use the Scavenger oil change system by Rogue Chopper. It enables a TOTAL change of oil by running another 1 1/2 quarts through to pump out all of the old dirty oil from the crankcase and oil cooler. Pretty cool little device, and have used it on friends' bikes, too. I like knowing that I don't have a quart of old cruddy oil still circulating in the system after an oil change.
Ken