The oil pan is part of your issue... and the pickup... and the drains from the transmission area when you rotate the motor that far.
Custom oil pan and pickup, scavenge drain in the back of the tranny would be needed. But why do you need them straight up? Space?
As far as I know, no one but the bikers have ever run them straight up, and they don't leave them in that position very long...
guess I type slower than Rick... hey wait a minute... he even does it with less fingers...