Optically active trans-2-aryl-1-cyclohexanol derivatives and a process for producing the compounds
AssigneeChisso Corporation
InventorsYasuyuki Koizumi, Naoyuki Yoshida, Teruyo Sugiura, Kazutoshi Miyazawa
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Abstract
The present invention provides an optically active trans-2-aryl-1-cyclohexanol derivative represented by the following general formula (I). ##STR1## The compounds can be obtained by transesterifiation reaction of the following compound (II) as a starting material with lipase. ##STR2## The optically active trans-2-aryl-1-cyclohexanol derivative can be used as an asymmetric source of asymmetric Diels-Alder reaction or a starting material of physiological active materials.
Claims2
An optically active trans-2-aryl-1-cyclohexanol derivative represented by the general formula (I):
- ##STR6## wherein R.sup.1 is hydrogen, alkyl of 1-15 carbon atoms, methoxymethyl, methoxyethyl, methylthiomethyl, tetrahydropyranyl, cyclopropylmethyl, allyl, cyclohexyl, benzyl, 9-anthrylmethyl or t-butyldimethylsilyl, R.sup.2 is hydrogen or acyl of 1-15 carbon atoms, and * shows an asymmetric carbon atom.
A process for producing optically active trans-2-aryl-1-cyclohexanol compounds comprising reacting a fatty acid vinyl ester or a triglyceride with (.+-.)-trans-2-aryl-1-cyclohexanol represented by the general formula (II):
- ##STR7## wherein R.sup.1 is hydrogen, alkyl of 1-15 carbon atoms, methoxymethyl, methoxyethyl, methylthio methyl, tetrahydropyranyl, cyclopropylmethyl, allyl, cyclohexyl, benzyl, 9-anthrylmethyl or t-butyldimethylsilyl) in the presence of an esterase to effect the transesterification reaction and isolating or recovering optically active compound.
Dependencies are inferred from the claim text.