Process for the purification of a 3-cephem-4-carboxylic acid der

Details Process for the purification of a 3-cephem-4-carboxylic acid der Process for the purification of a 3-cephem-4-carboxylic acid der

1998-11-12

2000-10-24

Berch, Mark

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540222, C07D50106, C07D50122

Patent

active

061369675

ABSTRACT:
The invention relates to a new process for the depletion of 7-amino-3-[(E)-1-propen-1-yl]-3-cephem-4-carboxylic acid in mixtures of 7-amino-3-[(Z)-1-propen-1-yl]-3-cephem-4-carboxylic acid and 7-amino-3-[(E)-1-propen-1-yl]-3-cephem-4-carboxylic acid, by means of the crystalline hydrochloride or a metal or amine salt of 7-amino-3-[(Z/E)-1-propen-1-yl]-3-cephem-4-carboxylic acid or by adsorption chromatography.

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House, H.O. et al., "The Chemistry of Carbanions. VI. Stereochemistry of the Wittig Reaction with Stabilized Ylids", J. Org. Chem., vol. 29, (1964), pp. 3327-3333.
Kamachi et al., "Improved Synthesis of an Ester-Type Prodrug, 1-acetoxyetyyl 7-[(Z)]-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3- [(Z)]-1-Propenyl]-3-Cephem-4-Carboxylate (BMY-28271)", The Journal of Antibiotics, Dec. 1990, pp. 1564-1572.
Pharmacopeial Forum--vol. 18, No. 4, Jul.-Aug. 1992, pp. 3635-3637.

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