Ethyl Acetate → HCID 53635031, compound

Participants

Reaction Steps

To a solution of 28% sodium methoxide in methanol solution (104 mg) in methanol (10 ml) were added (2R,4S)-1-allyloxycarbonyl-2-amidinomethyl-4-(triphenylmethylthio)pyrrolidine hydrochloride (1.0 g) and 3-dimethylaminoacrylaldehyde (190 mg). After stirring under reflux for 8 hours, the solution was poured into a mixture of ethyl acetate and water. The separated organic layer was washed with aqueous sodium chloride solution, dried over magnesium sulfate and evaporated. The residue was subjected to column chromatography on silica gel to give (2R,4S)-1-allyloxycarbonyl-2-(pyrimidin-2-ylmethyl)-4-(triphenylmethylthio) pyrrolidine (75 mg).

Provenance & Evidence