Method for optically resolving a racemic .alpha.-substituted heterocyclic carboxylic acid using enzyme
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United States of America Patent
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Sep 24, 2002
Grant Date -
Feb 28, 2002
app pub date -
May 31, 2001
filing date -
Jun 1, 2000
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Abstract
Disclosed is a method for optically resolving a racemic .alpha.-substituted heterocyclic carboxylic acid (.alpha.-HCCA) by taking advantage of enantioselectivity of enzymes. .alpha.-HCCA is reacted with alcohol to give a racemic .alpha.-HCCA ester, which is then reacted with an enzyme with enantioselectivity, whereby either R-form or S-form of the racemate is hydrolyzed. Extraction with an organic solvent can obtain enantiomers of the .alpha.-HCCA ester. The extracted enantiomeric .alpha.-HCCA ester is converted to enantiomeric .alpha.-HCCA by catalytic hydrogenation in an organic solution or by enzymatic hydrolysis in an aqueous solution. Thus, a racemic mixture of .alpha.-HCCA can be optically resolved with high optical purity at high yields as well as at low cost.
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