About 12 years ago, I did OV to Wallace Cr in 2 long days, with 3 other hikers. Center Basin first night, Wallace Cr. the second. I did your Shepherd Pass route, starting about dark and hiking for hours by headlamp first night. Second night at Shepherd Pass. Did Tyndall and Willi next day. But I was like 35 then.
Take 2 days to get to Shepherd Pass. Do Willi on one day. Next day, do Tyndall in the morning, then take the pack over Rockwell Pass.
Regarding Russell, remember, you are carrying a full backpack. I climbed Russell-Carrillon pass with my pack. It was class 3 in some places. Secor book says the North Arete is class 3. I think I would prefer my route, then climb the east ridge. If you are still feeling strong, you would descend the south face talus. (Read Secor's description carefully -- I'd worry about getting into a Class 4 situation.
You don't have to descend to upper Boy Scout. Above I wrote that you would descend to Iceberg.
