Triethylamine → 7-Cyanomethylthioacetamido-3-cephem-4-carboxylic acid benzhydryl ester

Participants

Reaction Steps

7-Amino-3-cephem-4-carboxylic acid benzhydryl ester (366 mg.) (prepared by the method of Netherlands Patent no. 7,309,135) is dissolved in methylene chloride (5 ml.), cooled in an ice bath, and cyanomethylthioacetyl chloride (149 mg.) in methylene chloride (5 ml.) is added followed by triethylamine (101 mg.). The mixture is stirred for 4 hours at 0°-5° and, after diluting with methylene chloride the reaction mixture is washed with water then with pH 4 buffer, and dried (Na2SO4). The solvent is removed in vacuo yielding the product 7-cyanomethylthioacetamido-3-cephem-4-carboxylic acid benzhydryl ester as an oil.

Provenance & Evidence