Enantioselective preparation of s-2R.sub.1,2R.sub.2 -1,3-dioxola

Details Enantioselective preparation of s-2R.sub.1,2R.sub.2 -1,3-dioxola Enantioselective preparation of s-2R.sub.1,2R.sub.2 -1,3-dioxola

1990-06-22

1993-01-26

Elmore, Carolyn

Chemistry: molecular biology and microbiology

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

Resolution of optical isomers or purification of organic...

435126, 4352533, 435874, 4352521, 435822, C12P 4100

Patent

active

051822091

ABSTRACT:
Process for the enantioselective conversion of an enantiomer mixture of 2R.sub.1,2R.sub.2 -1,3-dioxolane-4-methanol including the following steps: combining the enantioselective enzyme, PQQ-dependent alcohol dehydrogenase with an enantiomer mixture of 2R.sub.1, 2R.sub.2 -1,3-dioxolane-4-methanol of the formula: ##STR1## where R.sub.1 and R.sub.2 independently are selected from the group consisting of hydrogen, an optionally branched alkyl group, an aryl, and R.sub.1 and R.sub.2 with the carbon atom to which they are attached being an optionally substituted carbocyclic ring, the combination of ingredients producing 2R.sub.1,2R.sub.2 -3-dioxolane-4-methanol enriched in the S-enantiomer i.e. S-2R.sub.1,2R.sub.2 -1,3-dioxolane-4-methanol.

REFERENCES:
patent: 4931399 (1990-06-01), Sih
patent: 4956285 (1990-09-01), De Smet
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Duine et al., "Isolation of a Methanol Dehydrogenase with a Functional Coupling to Cytochrome C", Short Communication, J. of General Microbiology, 115 (1979), 523-526.
Duine et al., "NAD-Dependent, PQQ-Containing Methanol Dehydrogenase: A Bacterial Dehydrogenase in a Multienzyme Complex," FEBS Letters, 168 (1984) 217-221.
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