Process for the preparation of cefoxitin

Details Process for the preparation of cefoxitin Process for the preparation of cefoxitin

2003-12-31

2010-02-16

Berch, Mark L (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07662955

ABSTRACT:
A process for the preparation of cefoxitin of formula (I)The process includes treating the compound of formula (II)with a halogenating agent in an organic solvent, followed by treatment with alkali/alkaline earth metal methoxide at a temperature in the range of −100° C. to 0° C. The product formed is then isolated as an organic amine salt of the formula (III),The salt of formula (III) is treated with a base in the presence of solvent at a temperature in the range of −75 to 10° C., the product formed is isolated as an organic amine salt of the formula (IV)The compound of formula (IV) is carbamoylated with isocyanate of formula (V)in-line-formulae description="In-line Formulae" end="lead"?RNCO  (V)in-line-formulae description="In-line Formulae" end="tail"?in the presence of a solvent at a temperature in the range of −60° C. to 10° C., and isolating to get cefoxitin of the formula (I).

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