Hydrochloric Acid → HCID 178525027, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7β-amino-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (550 mg: 1.08 mMol.) and difluoromethylthioacetic acid (160 mg: 1.13 mMol.) in dichloromethane (8 ml) cooling at -30° C. are added N-methylmorpholine (0.27 ml: 2.46 mMol.) and phenyl dichlorophosphate (0.19 ml: 1.27 mMol.), and the mixture is stirred at -30° C. for 1 hour. The reaction mixture is mixed with 10% hydrochloric acid (1 ml), diluted with water, and extracted with ethyl acetate. The extract is washed with aqueous saline, dried over sodium sulfate, and concentrated. The residue is purified by silica get column chromatography (toluene: ethyl acetate=1:1) to give 7β-difluoromethylthioacetamido-3-(1,2,3-triazol-4-ylthiomethyl- thio)-3-cephem-4-carboxylic acid diphenylmethyl ester (475 mg) as pale yellow foam. Yield: 69%.

Provenance & Evidence