Racemic 1,1-dimethylethyl 7-[2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylate → Racemic cis 7-[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid

Participants

Reaction Steps

286 mg of the product of Step B dissolved in 3 ml of 66% formic acid were stirred for 4 hours and then filtered. The filtrate was concentrated to dryness and the residue was dissolve in an acetonitrile-ethanol mixture. The solvents were evaporated and the residue was crystallized from isopropanol to obtain 82 mg of racemic cis 7-[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid. 65 mg of the same product were recovered from the mother liquors and melted at 180°-200° C. (with decomposition).

Provenance & Evidence