A process of chiral resolution of cyclic and acyclic acetates to enantiomerically pure (r)--alcohols

Patent metadata

Field	Value
Publication number	US-2016281122-A1
Application number	US-201415033570-A
Country	US
Kind code	A1
Filing date	Nov 3, 2014
Priority date	Nov 1, 2013
Publication date	Sep 29, 2016
Grant date	—

Abstract

The patent discloses herein a process for the chiral resolution of racemic cyclic and acyclic acetates to obtain (R)-alcohol. Further, it discloses the resolution of racemic cyclic and acyclic acetates to obtain enantiomerically pure (R)-(−)-alcohol as single enantiomer through fungal catalyzed deacylation in single fermentation, wherein fungal strains are F. proliferatum.

First claim

1 . A process for the chiral resolution of racemic cyclic and acyclic acetate to obtain enantiomerically pure (R)-Alcohol as single enantiomer comprising the steps of;
i) incubating fungus for 24-48 hrs at temperature ranging between 28° C. to 30° C. in a media; ii) adding substrates selected from cyclic and acyclic acetates in media of step (i) and incubating further for 6 hrs to 3 days at temperature ranging between 28° C. to 30° C. to obtain enantiomerically pure (R)-Alcohol.

2 . The process according to claim 1 , wherein the fungal strains is F. proliferatum.

3 . The process according to claim 1 , wherein spores and mycelia of fungal strains F. proliferatum were used.

4 . The process according to claim 1 , wherein the acyclic acetate is selected from the group consisting of 2-Heptyl acetate, lavandulyl acetate and 2-Hexyl acetate.

5 . The process according to claim 1 , wherein the cyclic acetate is selected from the group consisting of 1-Phenylethyl acetate, 1-Phenylpropyl acetate.

6 . The process according to claim 1 , wherein yield of the enantiomerically pure (R)-Alcohol as single enantiomer is in the range of 95-99.9%.

7 . The process according to claim 1 , wherein enantiomerically pure (R)-Alcohol is selected from the group consisting of R-lavandulol, R-2-Hexnol, R-2-Heptanol, R-1-Phenyl ethanol and R-1-Phenyl propanol.

Assignees

• Council Scient Ind Res

Inventors

• Jadhav Dipesh Dattu
• Siddiqui Nilofer Jahan Khairunnasar
• Kolet Swati Pramod
• THULASIRAM Hirekodathakallu

Classifications

• C12P7/22

  aromatic · CPC title

• C12P7/26

  Ketones · CPC title

• C12P7/04

  acyclic · CPC title

• C12P7/02

  containing a hydroxy group · CPC title

• C12P17/182 Primary

  Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system (alloxazine or isoalloxazine, e.g. riboflavine C12P25/00) · CPC title