(S)-4,4-difluoro-2-(5-hydroxy-adamantan-2-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester → (S)-4,4-difluoro-pyrrolidine-2-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide

Participants

Reaction Steps

Pd—C (10%, 0.5 g) was added to a solution of (S)-4,4-difluoro-2-(5-hydroxy-adamantan-2-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (1.2 g) in ethanol (50 mL) and the reaction mixture was hydrogenated (1 atm pressure) under stirring condition for 10 h. Reaction was monitored by TLC. After completion, reaction mixture was filtrated through Celite®. The filtrate was concentrated under reduced pressure using a rotary evaporator to give 0.8 g (93%) of the desired (S)-4,4-difluoro-pyrrolidine-2-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide.

Provenance & Evidence