HCID 88374011, compound → HCID 54059594, compound

Participants

Reaction Conditions

Reaction Steps

100 mg of the product of Step C dissolved in 2 ml of 66% formic acid were heated to 50° C. for 3 hours with stirring and was concentrated to dryness under reduced pressure. The residue was taken up in acetonitrile and the solvent was evaporated. The crude product was crystallized from ether and was then dissolved in methylene chloride with 10% of methanol. The solution was treated with active charcoal, then filtered and the filtrate was concentrated to dryness. The residue obtained was crystallized from ether to obtain 80 mg of syn isomer of racemic 7-[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetamido]-8-oxo-3-(4-methoxyphenylthio)-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid melting at 185°-190° C. (with decomposition).

Provenance & Evidence