Process for the preparation of 3-propenyl cephalosporin DMF...

Details Process for the preparation of 3-propenyl cephalosporin DMF... Process for the preparation of 3-propenyl cephalosporin DMF...

2005-06-07

2005-06-07

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

06903211

ABSTRACT:
The present invention relates to an improved process for the preparation of cefprozil DMF solvate of formula (I),which is useful for the preparation of cefprozil, comprising:i) reacting a compound of formula (VIII) with acetaldehyde to produce a compound of formula (IX),ii) deesterifying the carboxy protecting group of the compound of formula (IX) using an acid to yield a compound of formula (X),iii) converting the compound of formula (X) to a compound of formula (XI),iv) neutralizing the compound of formula (XI) followed by enzymatic hydrolysis to produce an APCA of formula (V),v) silylating the APCA using a mixture of trimethylsilylchloride and hexamethyldisilazane to produce silylated APCA of formula (XII), andvi) condensing the silylated APCA with a mixed anhydride to produce the DMF solvate compound of formula (I).

REFERENCES:
patent: 4694079 (1987-09-01), Crast, Jr.
patent: 4699979 (1987-10-01), Hoshi et al.
patent: 4727070 (1988-02-01), Kaplan et al.
patent: 5922861 (1999-07-01), De Vroom et al.

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