Tetrahydrofuran → HCID 178502813, compound

Participants

Reaction Conditions

Reaction Steps

2.182 g of 1,1-dimethylethyl (6S,7S) 7-[-2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-8-oxo-3-chloromethyl-4-thia-1-azabicyclo[4,2,0]oct-2-en-2-carboxylate, prepared as in Step G of reference Example B and 1.679 g of triphenyl phosphine were dissolved in 24 ml of tetrahydrofuran, and 14.1 g of silica were added. The tetrahydrofuran was distilled off under reduced pressure over 2 hours and the remainder was cooled, stirred for 26 hours at 20° C. then chromatographed over silica (eluent, dichloromethane-methanol, 9/11) to obtain 1.89 g of (6S,7S) 7-[(2-triphenylmethylaminothiazol-4-yl)-2-(Z)-methoxyimino-acetamido]-2-[(1,1-dimethylethyl)-oxycarbonyl]-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-3-yl-methyl-triphenyl-phosphonium chloride.

Provenance & Evidence