m-Chloroperbenzoic acid → HCID 70505391, compound

Participants

Reaction Steps

A 217 mg quantity of m-chloroperbenzoic acid was added to a solution of 662 mg of diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-(1-methyl-1H-tetrazol-5-yl)thiomethylceph-2-em-4-carboxylate in 30 ml of CH2Cl2 at -10° C., and the mixture was stirred at the same temperature for 1 hour. The reaction solution was washed with 10% Na2S2O3 solution and with saturated aqueous NaCl solution, and dried over MgSO4 to distill off the CH2Cl2 under reduced pressure. The residue was added on a column of silica gel, and the fractions eluted with CH2Cl2.AcOEt (5:1) were collected, followed by distilling off the solvent, thus yielding 321 mg (47%) of diphenylmethyl 7-(2-thienylacetamido)-2α-methyl-3-(1-methyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate 1-oxide.

Provenance & Evidence