FIELD: organic chemistry, chemical technology.
SUBSTANCE: invention relates to a method for isolating (-)-menthol stereoisomer from a racemic mixture comprising eight stereoisomers of compound of the formula (III): wherein R1 means isopropyl group. Method involves the following steps: (1) contacting the racemic mixture in an organic solvent with an esterifying agent and enzyme that esterifies stereospecifically OH-group of (-)-menthol for time sufficient for conversion of the necessary percent part of (-)-menthol to compound of the formula (IV) being without preparing other stereoisomers by the esterification reaction and wherein R1 has values given above; R4 means alkyl or aryl group to yield the first reaction substance comprising compound of the formula (IV), organic solvent, stereoisomers of compound of the formula (III) not subjected for this conversion and by-side reaction products; (2) distillation of the first reaction product with isolation of compound of the formula (IV)), and (3) hydrolysis of compound of the formula (IV) to yield the end compound of the formula (III). Method provides isolating the single end stereoisomer of (-)-menthol from racemic mixture containing eight stereoisomers.
EFFECT: improve isolating method.
17 cl, 7 ex
Title | Year | Author | Number |
---|---|---|---|
ENZYMATIC CLEAVAGE OF SELECTIVE MODULATORS OF ESTROGEN RECEPTORS | 2001 |
|
RU2213778C2 |
METHOD OF PRODUCING DIARYL CYCLOALKYL DERIVATIVES | 2005 |
|
RU2414459C2 |
METHOD OF PRODUCING ENANTIOMERIC FORMS OF DERIVATIVES OF 1,3-CYCLOHEXANEDIOL IN CIS ORIENTATION | 2004 |
|
RU2372319C2 |
METHOD FOR PREPARING OPTICALLY ACTIVE AMINES (VARIANTS) AND OPTICALLY ACTIVE AMINE | 2000 |
|
RU2293724C9 |
METHOD OF CONVERTING ALOERESIN A TO ALOESIN | 2006 |
|
RU2397167C2 |
METHOD OF STEREOSELECTIVE SYNTHESIS OF HETEROBICYCLIC ALCOHOL ENANTIOMER, PURE ALCOHOL ENANTIOMER, METHOD OF SYNTHESIS OF PIPERAZINE DERIVATIVE | 1993 |
|
RU2124506C1 |
METHOD FOR STEREOSPECIFIC HYDROLYSIS OF PIPERIDINEDIONE DERIVATIVES | 1993 |
|
RU2108393C1 |
METHOD OF SEPARATING CARBINOLS | 1996 |
|
RU2162464C2 |
PROCESS OF DIVIDING RACEMIC MIXTURE, ALTERNATIVE VERSIONS THEREOF AND PROCESS OF SEPARATING CHIRAL PRODUCT FROM ACHIRAL PRECURSOR | 0 |
|
SU1825378A3 |
CRYSTAL OF PROTEIN CROSS-LINKED WITH MULTIFUNCTIONAL CROSS-LINKING AGE (VERSIONS), DEVICE CONTAINING THIS CRYSTAL, AND METHOD FOR PREPARING ASPARTAME | 1991 |
|
RU2124052C1 |
Authors
Dates
2006-10-27—Published
2001-06-11—Filed