Hydrochloric Acid → HCID 54567783, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2R, 4R) -1-allyloxycarbonyl-2-cyanomethyl-4-t-butyldimethylsilyloxypyrrolidine (4.65 g) in methanol (23.3 ml) was added conc. hydrochloric acid (2.38 ml) at ice-cooling. After stirring at 15°-25° C. for 1 hour, the solution was cooled at 5° C. 28% Sodium methoxide in methanol (5.52 ml) was added to the cold solution and the mixture was stirred at 0°-10° C. for 10 minutes. After removal of insoluble material by filtration, the filtrate was concentrated under reduced pressure. Acetonitrile (23.3 ml) was added to the residue and the solution was evaporated. The residue was washed with n-hexane (20 ml) five times and evaporated to give (2R,4R)-1-allyloxycarbonyl-2-cyanomethyl-4-hydroxypyrrolidine (2.99 g).

Provenance & Evidence