7-[2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid → HCID 131712946, compound

Participants

Reaction Steps

Zinc powder (4.5 g) was added to a stirred solution of 7-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer: 3 g) in 90% formic acid (150 ml) under ice-cooling over 5 minutes, and stirred at the same temperature for 15 minutes. After the resultant solution was filtered and washed with formic acid, the filtrate and the washings were combined and concentrated under reduced pressure to a volume of about 20 ml. The concentrate was dissolved in water (150 ml) and bubbled with hydrogen sulfide gas for 20 minutes under ice-cooling. The precipitating zinc sulfide was filtered off, and the filtrate was treated with activated charcoal and lyophilized to give 7-[2-(2-amino-4-thiazolyl)glycinamido]-3-cephem-4-carboxylic acid formate (2.9 g), pale yellow powder, mp>240° C.

Provenance & Evidence