Process for preparing penems

Details Process for preparing penems Process for preparing penems

1995-11-16

1997-04-15

Shah, Mukund J.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

435 43, 435197, 435198, C07D49900, C12P 3700

Patent

active

056210965

ABSTRACT:
The invention provides a process for the preparation of the compound of formula I ##STR1## wherein R is carboxy group or a carboxylate anion, by enzymatic hydrolysis with a lipase or an acylase in an alcoholic solution, of a compound of the formula II ##STR2## wherein R.sub.1, represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group, and R.sub.2 is a hydrogen atom, an alkyl, alkenyl, phcnyl, phenylalkyl or phenylalkenyl group having from 1 to 18 carbon atoms or an alkoxy group.

REFERENCES:
patent: 5364768 (1994-11-01), Altamura et al.
Klibanov "Enzymatic Reactions in Organic Media", Protein Engineering Applications and Science, Medicine, and Industry (1986).
The Journal of Antibiotics, vol. 36, No. 7, pp. 938-941, Jul. 1983, G. Franceschi, et al., "Synthesis And Biological Properties of Sodium (5R,6S, 8R)-6.alpha.-Hydroxyethyl-2-Carbamoyloxymethyl-2-Penem-3-Carboxylate (FCE 22101) and Its Orally Absorbed Esters FCE 22891".
Chem. Pharm. Bull., vol. 40, No. 8, pp. 2227-2229, Aug. 1992, Hazuki Nagai, et al., "Facile Enzymatic Preparation of Enantiomeric .beta.-Lactams".
Tetrahedron Letters, vol. 34, No. 21, pp. 3491-3492, Mar. 1993, Walter Cabri, et al., "The Total Sysnethesis of Ritipenems. Construction of Penem Thiazoline Ring By Incorporation of Two 2C Units of Glycolic Acid. "

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