Ethyl Acetate → HCID 57256090, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2S, 4R) -2-bromoacetyl-4-methanesulfonyloxy-1- (4-nitrobenzyloxycarbonyl)pyrrolidine (840 mg) in a mixture of methanol (30 ml) and dichloromethane (20 ml) was added 2-(4-nitrobenzyloxycarbonylamino)thioacetamide (700 mg) at room temperature. After stirring at 60° C. for 2 hours, the mixture was poured into ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine successively. The dried organic layer was evaporated and the resulting oil was subjected to a column chromatography on silica gel (30 g) eluting with ethyl acetate to give (2S, 4R) -4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl) -2- [2-{N-(4-nitrobenzyloxycarbonyl) aminomethyl}-thiazol-4-yl]pyrrolidine (540 mg).

Provenance & Evidence