Title:
PROCESS FOR PREPARING AN INTERMEDIATE OF SITAGLIPTIN VIA ENZYMATIC CONVERSION
Document Type and Number:
WIPO Patent Application WO/2012/046254
Kind Code:
A3
Abstract:
The invention provides a process for preparing 3 -hydroxy-1-(3- (trifluoromethyl)-5,6-dihydro-[l,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl) butan-1-one (Formula I), into its racemic (R/S) form or any of its optically active (S) or (R) forms or enantiomeric excess mixture of any of the forms comprising: a) reacting 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1- (2,4,5-trifluorophenyl)butan-2-one of formula (III) with a suitable oxidoreductase enzymes or its suitable variants in the presence of suitable conditions and co-factor b) isolating 3-hydroxy-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin- 7(8H)-yl)-4-(2,4,5-trifluorophenyl) butan-1-one, into its racemic (R/S) form or any of its optically active (S) or (R) forms or enantiomeric excess mixture of any of the forms
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Inventors:
MENDIRATTA SANJEEV KUMAR (IN)
PANDEY BIPIN (IN)
JOSHI RUPAL (IN)
TRIVEDI UMANG (IN)
DAVE MAYANK G (IN)
KOTHARI HIMANSHU M (IN)
SHUKLA BHAVIN (IN)
PANDEY BIPIN (IN)
JOSHI RUPAL (IN)
TRIVEDI UMANG (IN)
DAVE MAYANK G (IN)
KOTHARI HIMANSHU M (IN)
SHUKLA BHAVIN (IN)
Application Number:
PCT/IN2011/000702
Publication Date:
June 07, 2012
Filing Date:
October 10, 2011
Export Citation:
Assignee:
CADILA HEALTHCARE LTD (IN)
MENDIRATTA SANJEEV KUMAR (IN)
PANDEY BIPIN (IN)
JOSHI RUPAL (IN)
TRIVEDI UMANG (IN)
DAVE MAYANK G (IN)
KOTHARI HIMANSHU M (IN)
SHUKLA BHAVIN (IN)
MENDIRATTA SANJEEV KUMAR (IN)
PANDEY BIPIN (IN)
JOSHI RUPAL (IN)
TRIVEDI UMANG (IN)
DAVE MAYANK G (IN)
KOTHARI HIMANSHU M (IN)
SHUKLA BHAVIN (IN)
International Classes:
C07D487/04; C12N9/02; C12P17/18
Domestic Patent References:
| WO2010122578A2 | 2010-10-28 | |||
| WO2009045507A2 | 2009-04-09 | |||
| WO2010032264A2 | 2010-03-25 | |||
| WO2005017135A1 | 2005-02-24 | |||
| WO2012007965A1 | 2012-01-19 | |||
| WO2011049344A2 | 2011-04-28 | |||
| WO2011102640A2 | 2011-08-25 |
Foreign References:
| EP2034026A1 | 2009-03-11 | |||
| EP2397141A1 | 2011-12-21 |
Other References:
SAVILE C K ET AL: "Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE, WASHINGTON, DC; US, vol. 329, 16 July 2010 (2010-07-16), pages 305 - 309, XP002633561, ISSN: 0036-8075
GRÖGER H ET AL: "Enantioselective Reduction of Ketones with Designer Cells at High Substrate Concentrations: Highly Efficient Access to Functionalized Optically Active Alcohols", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 45, no. 34, 25 August 2006 (2006-08-25), pages 5677 - 5681, XP002448986, ISSN: 1433-7851, DOI: 10.1002/ANIE.200503394
GRÖGER H ET AL: "Enantioselective Reduction of Ketones with Designer Cells at High Substrate Concentrations: Highly Efficient Access to Functionalized Optically Active Alcohols", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 45, no. 34, 25 August 2006 (2006-08-25), pages 5677 - 5681, XP002448986, ISSN: 1433-7851, DOI: 10.1002/ANIE.200503394
Attorney, Agent or Firm:
SUBRAMANIAM, Hariharan et al. (Nataraj & AssociatesE- 556, Greater Kailash-II, New Delhi 8, IN)
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