(2R,4R)-1-Benzyloxycarbonyl-2-(3-t-butoxycarbonylmethylidenepropyl)-4-t-butyldimethylsilyloxypyrrolidine → (2R,4R)-2-(4-t-butoxycarbonylbutyl)-4-t-butyldimethylsilyloxypyrrolidine

Participants

Reaction Steps

(2R,4R)-1-Benzyloxycarbonyl-2-(3-t-butoxycarbonylmethylidenepropyl)-4-t-butyldimethylsilyloxypyrrolidine (1.17 g) was dissolved in 24 ml of ethanol, and 350 mg of 5% palladium carbon was added thereto, followed by hydrogenation at room temperature under 1 atm for 3 hours. The catalyst was removed by filtration, and the filtrate was distilled to obtain (2R,4R)-2-(4-t-butoxycarbonylbutyl)-4-t-butyldimethylsilyloxypyrrolidine.

Provenance & Evidence