Phosphoric Acid → HCID 131713618, compound

Participants

Reaction Steps

A 5 ml portion of pyridine was added to a solution of 2.8 g of diphenylmethy 7-(2-thienylacetamido)-2α-methyl-3-methoxyiminomethylceph-3-em-4-carboxylate in 60 ml of CH2Cl2, and 3.05 g of PCl3 was then added to the mixture at -10° C. under a stream of nitrogen, followed by stirring at the same temperature for 1 hour. After adding 50 ml of MeOH in once, the mixture was stirred at from -15° to -10° C. for 30 minutes and further at room temperature for 2 hours. Following addition of 100 ml of 0.5M K2HPO4 solution, the reaction solution was adjusted to pH 2.0 with 25% H3PO4, and stirred for 30 minutes to separate out the CH2Cl2 layer. The CH2Cl2 layer was washed with saturated aqueous NaCl solution, and dried over MgSO4 , followed by distilling off the CH2Cl2 under reduced pressure. The residue was added on a column of silica gel, and the fractions eluted with CH2Cl2.AcOEt (35:1) were collected to distill off the solvent under reduce pressure, thus yielding 1.44 g (66%) of diphenylmethyl 7-amino-2α-methyl-3-methoxyiminomethylceph-3-em-4-carboxylate.

Provenance & Evidence