Water → HCID 131714110, compound

Participants

Reaction Steps

Phosphorus trichloride (1.5 g) was added to a solution of 7-[2-t-butoxycarbonylmethoxyimino-2-(4-thiazolyl)acetamido]-3-mesylmethyl-3-cephem-4-carboxylic acid-1-oxide (syn isomer (2.1 g) in N,N-dimethylformamide (20 ml) at -50° C. and the solution was stirred at -40° to -30° C. for 10 minutes. The reaction mixture was poured into a mixture of cold water (200 ml) and ethyl acetate (150 ml). The separated organic layer was washed with water (50 ml), dried over magnesium sulfate and evaporated to give 7-[2-t-butoxycarbonylmethoxyimino-2-(4-thiazolyl)acetamido]-3-mesylmethyl-3-cephem-4-carboxylic acid (syn isomer) (0.9 g).

Provenance & Evidence