Crystalline β-lactam intermediate

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C540S228000

Reexamination Certificate

active

06949641

ABSTRACT:
The novel intermediate compound crystalline 7-[2-(2-fomylaminothiazol-4-yl)-2 -(Z)-(methoxyimino)acetamido]-3-methoxymethyl-3-cephem-4-carboxylic acid-1 -(isopropoxy/crystallization of cefpodoxime proxetil. The crystallization process comprises dissolving or suspending the intermediate in the presence of a nitrile or a ketone or mixtures thereof; at a ratio of 1 gm of the intermediate to 2-15 ml nitrile; or at a ratio of 1 gm of the intermediate to 3-15 ml ketone; in the presence of 5-80 ml water; and thereafter isolating the intermediate in crystalline form and converting the intermediate by splitting off the formyl group from the amino group attached to the thiazolyl group, to obtain the desired product cefpodoxime proxetil, in the form of a diastereoisomeric mixture in a ratio of B/(A+B) of 0.5 to 0.6.

REFERENCES:
patent: 4486425 (1984-12-01), Nakao et al.
patent: 5461043 (1995-10-01), Fischer et al.
patent: 6489470 (2002-12-01), Greil et al.
patent: 60-004189 (1985-01-01), None
patent: 3-031286 (1991-02-01), None
patent: 03031286 (1991-02-01), None
patent: 60-67483 (1994-03-01), None
patent: WO 99 35149 (1999-07-01), None
patent: WO 200109143 (2001-02-01), None
patent: WO 200134611 (2001-05-01), None
Patent Abstracts of Japan, vol. 009, No. 112 (JP 60 004189 A) (Jan. 10, 1985).
Patent Abstracts of Japan, vol. 015, No. 154 ( JP 03 031286 A (Feb. 12, 1991) Derwent Abstract 1991-084514 [12]).

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