All those parts were replaced new (some twice) and I used Crosman Pelloil and non-detergent WD30. A good dose of oil will get the muzzle velocity up for one shot. The pump cup and valve assembly O-ring were obvious suspects, but changing them out didn't help. I wrapped the valve check body threads with Teflon tape for a tighter fit with no positive results. I'm just not sure where to go from here.
I just verified that the tube slots had not been deburred. A pocket microscope verified the damage to the O-ring. I'll clean it up and try again. I wonder if wipers are still available for old 2100/2200's and would they work?