Triethylamine → HCID 86741284, compound

Participants

Reaction Conditions

Reaction Steps

A solution of p-toluenesulfonyl azide (470 mg) in acetonitrile (4.23 ml) was added to a solution of 4-nitrobenzyl 4-[(2R,3R)-3-(1-methoxy-1-methylethyl)-4-oxoazetidin-2-yl]-3-oxobutanoate (752 mg) in acetonitrile (15.04 ml) at 0° C. After stirring at 0° C. for 10 minutes, a solution of triethylamine (0.997 ml) in acetonitrile (8.973 ml) was added dropwise thereto. After stirring at 0° C. for an additional 50 minutes, the reaction mixture was evaporated. The residue was chromatographed on silica gel (11 g) eluting with 0-50% ethyl acetate in methylene chloride to give 4-nitrobenzyl 2-diazo-4-[(2R,3R)-3-(1-methoxy-1-methylethyl)-4-oxoazetidin-2-yl]-3-oxobutanoate (733 mg).

Provenance & Evidence