Process for preparing optically active...

Details Process for preparing optically active... Process for preparing optically active...

2006-08-22

2006-08-22

Saucier, Sandra E. (Department: 1651)

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

Reexamination Certificate

active

07094594

ABSTRACT:
The present invention is to provide a production technology by which an optically active 2-[6-(hydroxymethyl)-1, 3-dioxan-4-yl]acetic acid derivative, which are of value as pharmaceutical intermediates, can be produced from inexpensive and readily available starting materials without using any extraordinary equipment such as an ultra-low-temperature reactor.The present invention is a production process of an optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivativewhich comprises reacting an enolate, prepared by permitting a base or a 0-valent metal to act on an acetic acid ester derivative with (S)-β-hydroxy-γ-butyrolactone at a temperature not lower than −30° C. to give a dihydroxyoxohexanoic acid derivative,treating the same with an acylating agent in the presence of a base to produce a dihydroxyoxohexanoic acid monoacyl derivative,reducing this compound with a microorganism to produce a trihydroxyhexanoic acid monoacyl derivative,treating this compound with an acetal-forming reagent in the presence of an acid catalyst to produce an acyloxymethyldioxanylacetic acid derivative, andfinally, subjecting this compound to solvolysis in the presence of a base.

REFERENCES:
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ATCC Catalog of Yeasts, p16 (1995).
Morris et al., Separation Methods in Biochemistry, Pitman Publishing, Second Edition, p. 7 (1976).
Machine Translation into English of JP 05-308977.

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