Intermediate for use in the preparation of cephalosporin antibio

Details Intermediate for use in the preparation of cephalosporin antibio Intermediate for use in the preparation of cephalosporin antibio

1982-09-30

1984-02-21

Rizzo, Nicholas S.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

424246, C07D50138, A61K 31545

Patent

active

044331410

ABSTRACT:
(6R,7R)-7-amino-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate dihydrochloride and its solvates are prepared in substantially pure form and can be acylated by conventional methods to yield a wide variety of cephalosporin antibiotics. The dihydrochloride is advantageously prepared in the form of its crystalline dihydrate. Processes for the preparation of the dihydrochloride and its solvates are described.
The dihydrochloride and its solvates are particularly useful in the preparation of (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprep-2-oxyimino)acetami do]-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate, in the course of the preparation of which the novel N,N-dimethylformamide solvate of (6R,7R)-7-[(Z)-2-(2-tritylaminothiazol-4-yl)-2-(2-t-butoxyprop-2-oxyimino) acetamido]-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate may be isolated in substantially pure crystalline form.

REFERENCES:
patent: 3207755 (1965-09-01), Abraham et al.
patent: 3234224 (1966-02-01), Schenier et al.
patent: 3280118 (1966-10-01), Eadley et al.
patent: 3422099 (1969-01-01), Crast
patent: 4369313 (1983-01-01), Jones et al.

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