Diazomethane → methyl [(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]acetate

Participants

Reaction Conditions

Reaction Steps

A solution of diazomethane in ether (1 ml) was added to a solution of [(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-acetic acid (29 mg) in a mixture of methylene chloride (1 ml) and methanol (1 ml) at 0° C. and the mixture was stirred for 15 minutes at 0° C. Acetic acid (1 drop) was added to the mixture at 0° C. and the mixture was evaporated in vacuo. The residue was chromatographed on silica gel (1 g) eluting with a mixture of methylene chloride and ethyl acetate (10:1) to give methyl [(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]acetate (31 mg).

Provenance & Evidence