FIELD: biotechnology.
SUBSTANCE: method of obtaining (3aS,7aR)-hexahydroisobenzofuran-1(3H)-one. Cis-dimethylcyclohexane-1,2-dicarboxylate is hydrolysed in the presence of an enzyme derived from non-mammalians and having the sequence of SEQ ID No. 1, SEQ ID No. 2 or SEQ ID No. 3 to obtain (1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid. Then reductive cyclization of (1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid is carried out in the presence of C1-C6-alkyl chloroformate followed by reduction with boron hydride to obtain (3aS,7aR)-hexahydroisobenzofuran-1(3H)-one.
EFFECT: invention enables to obtain the target product with a value of an enantiomeric excess greater than 95 percent.
7 cl, 3 ex
Title | Year | Author | Number |
---|---|---|---|
TRITERPENE DERIVATIVES OF LUPEOL TYPE AS ANTIVIRAL PREPARATIONS | 2010 |
|
RU2561604C2 |
METHOD FOR OBTAINING A HETEROGENEOUS BIOACATALIZER BASED ON CANDIDA ANTARCTICA YEAST LIQUASES OF FRACTION B | 2016 |
|
RU2650668C1 |
METHOD OF PRODUCING DIARYL CYCLOALKYL DERIVATIVES | 2005 |
|
RU2414459C2 |
CATHEPSIN CYSTEINE PROTEASE INHIBITORS | 2014 |
|
RU2692799C2 |
C-3 AND C-17 MODIFIED TRITERPENOIDS AS HIV-1 INHIBITORS | 2017 |
|
RU2716502C2 |
METHOD FOR ISOLATING (-)-MENTHOL STEREOISOMER | 2001 |
|
RU2286331C2 |
REGIOSPECIFIC SYNTHESIS OF RAPAMYCIN 42-ESTER DERIVATIVES | 2005 |
|
RU2387657C2 |
VITAMIN D PRECURSORS, METHOD FOR PREPARATION THEREOF, AND INTERMEDIATES | 2000 |
|
RU2247710C2 |
SUBSTITUTED AZOLES, ANTIVIRAL ACTIVE COMPONENT, PHARMACEUTICAL COMPOSITION, SYNTHESIS AND APPLICATION METHOD | 2010 |
|
RU2452735C1 |
THERAPEUTIC AGENTS | 2008 |
|
RU2468025C2 |
Authors
Dates
2015-12-10—Published
2011-05-24—Filed