Pyridine → HCID 70457302, compound

Participants

Reaction Steps

A solution of the triphenyl phosphite-chlorine reagent was prepared by bubbling chlorine through a solution of 2.89 ml (11 mmol) of triphenyl phosphite in 50 ml of methylene chloride at -15° C. To this solution was added 5.02 gm (10 mmol) of 4'-nitrobenzyl 7-phenoxy-acetamido-3-methyl-3-cephem-4-carboxylate and 0.85 ml (11.5 mmol) of pyridine. The reaction mixture was stirred for 1 hour at -15° to -10° C. after which time was added 6.0 ml (64.8 mmole) of isobutanol. The cooling bath was removed, and the reaction mixture was allowed to warm to room temperature over a 2 hour period. The titled nucleus hydrochloride ester, which began to crystallize in about 15 minutes, was filtered, washed with methylene chloride, and dried. A total of 3.55 grams (92%) of the titled product was obtained as white crystals: m.p. 189° C. (decomp.).

Provenance & Evidence