Method of producing optically active hydroxyesters

Details Method of producing optically active hydroxyesters Method of producing optically active hydroxyesters

1990-12-27

1993-12-21

Griffin, Ronald W.

Chemistry: molecular biology and microbiology

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

Preparing oxygen-containing organic compound

435134, 435135, 435280, 554116, 554121, 558276, 560183, C12P 740

Patent

active

052720691

ABSTRACT:
This invention relates to methods for producing optically active hydroxyesters and also to methods for producing and purifying optically active five-membered ring lactones.
More specifically, the invention provides methods for efficiently, safely, and selectively producing and purifying optically active (R)-hydroxyester (shown by formula 1) and optically active (S)-hydroxyester (shown by formula 2) in high state of purity at ordinary temperature.
The invention also relates to application of the interconvertible optically active (R)-five-membered ring lacton (shown by formula 5).
They are intermediates for synthesizing various medicines, agricultural chemicals, and biologically active substances, however especially useful for synthesizing pheromone of a noxious insect, Popillia japonica Newman. ##STR1## (Here, R.sub.1 denotes --C.tbd.C--R.sub.3 or --C.dbd.C--R.sub.3 ; R.sub.2 and R.sub.3 denote straight chain or branched alkyl groups containing 1 to 10 carbon atoms; R.sub.4 denotes alkyl groups, aralkyl groups, or haloalkyl groups containing 1 to 12 carbon atoms and the end group of R.sub.4 may be carboxyl groups; * denotes asymmetricrbon atoms.)

REFERENCES:
Lazar et al., "Synth. of Esters by Lipases", Proceedings--World Conf. of Emerging Tech. Fats & Oils, Baldwin ed., 1985, pp. 346-354.

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