Process for preparing 1,4 dihydropyridine compounds

Details Process for preparing 1,4 dihydropyridine compounds Process for preparing 1,4 dihydropyridine compounds

1991-08-30

1993-08-10

Ivy, C. Warren

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

435195, 435197, 435280, 546321, C07D21190, C12P 1712, C12P 4100

Patent

active

052348210

ABSTRACT:
A 1,4-dihydropyridine derivative represented by formula (I): ##STR1## wherein X represents an alkyl group, or a group of ##STR2## in which R.sub.1, R.sub.2, and R.sub.3 may be the same or different and each represent a hydrogen atom, a halogen atom, a nitro group, a nitrile group, or a trifluoromethyl group; R.sub.4 represents a substituted or unsubstituted acyloxymethyl group, an alkoxycarbonyloxymethyl group, a (2-oxo-1,3-dioxolen-4 -yl)methyl group, a (5-substituted-2-oxo-1,3-dioxolen-4 -yl)methyl group, or an acyl group; R.sub.5 represents a lower alkyl group or a substituted alkyl group; and R.sub.6 represents a hydrogen atom, a lower alkoxymethyl group, or a lower acyloxymethyl group, is disclosed. The compound is stereospecifically hydrolyzed by the action of an enzyme to provide an optically active 1,4-dihydro -3-pyridinemonocarboxylic acid which is useful as an intermediate of pharmaceuticals in good optical purity and yield.

REFERENCES:
Conrad et al. Encyclopedia of Polymer Science and Technology, vol. 6, p. 49.
Cambou et al, Biotechnology and Bioengineering, vol. XXVI, pp. 1449-1454 (1984).
Kajino et al, Chem. Pharm. Bull, vol. 37 pp. 2225-2228, (1989).
Tamazawa et al, J. Med. Chem., vol. 29, pp. 2504-2511, (1986).
Tetrahedron Letters, vol. 32, No. 29, pp. 3465-3468 (Jul. 15, 1991).

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