Title:
METHOD FOR ENZYMATICALLY SYNTHESIZING (7S)-3,4-DIMETHOXYBICYCLO[4.2.0]OCTA-1,3,5-TRIENE-7-CARBOXYLIC ACID OR THE ESTERS THEREOF, AND USE IN THE SYNTHESIS OF IVABRADINE AND THE SALTS THEREOF
Document Type and Number:
WIPO Patent Application WO/2013/117869
Kind Code:
A3
Abstract:
The invention relates to a method for enzymatically synthesizing the compound of formula (I), where R1 is a hydrogen atom or an alkyl group. The invention can be used in the synthesis of ivrabadine and the pharmaceutically acceptable acid addition salts thereof.
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Inventors:
PEDRAGOSA MOREAU SANDRINE (FR)
LEFOULON FRANCOIS (FR)
LEFOULON FRANCOIS (FR)
Application Number:
PCT/FR2013/050265
Publication Date:
November 14, 2013
Filing Date:
February 08, 2013
Export Citation:
Assignee:
SERVIER LAB (FR)
International Classes:
C12P7/40; C07C62/34; C07C69/753; C12P7/62; C12P41/00; C07C213/08; C07C217/58; C07D223/16
Domestic Patent References:
| WO2011138625A1 | 2011-11-10 |
Foreign References:
| EP2145871A1 | 2010-01-20 |
Other References:
DRAUZ K ET AL: "Enzyme Catalysis in Organic Synthesis", vol. 1, 1 February 2012, WILEY-VCH, Weinheim, Germany, ISBN: 978-3-527-32547-4, article PARAVIDINO M. ET AL: "Chapter 8.2.2.1 Resolution of carboxylates with a non-functionalized stereogenic center at the alpha-position", pages: 266 - 270, XP002685584
JÖRG PIETRUSZKA ET AL: "Dynamic Enzymatic Kinetic Resolution of Methyl 2,3-Dihydro-1 H -indene-1-carboxylate", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2009, no. 35, 1 December 2009 (2009-12-01), pages 6217 - 6224, XP055041500, ISSN: 1434-193X, DOI: 10.1002/ejoc.200901025
FAZLENA H ET AL: "Dynamic kinetic resolution: alternative approach in optimizing S-ibuprofen production", BIOPROCESS AND BIOSYSTEMS ENGINEERING, SPRINGER, BERLIN, DE, vol. 28, no. 4, 1 March 2006 (2006-03-01), pages 227 - 233, XP019347388, ISSN: 1615-7605, DOI: 10.1007/S00449-005-0024-1
HAN-YUAN LIN ET AL: "Dynamic kinetic resolution of (R, S)-naproxen 2,2,2-trifluoroethyl ester via lipase-catalyzed hydrolysis in micro-aqueous isooctane", JOURNAL OF MOLECULAR CATALYSIS B: ENZYMATIC, vol. 24-25, 1 October 2003 (2003-10-01), pages 111 - 120, XP055041511, ISSN: 1381-1177, DOI: 10.1016/S1381-1177(03)00145-0
JÖRG PIETRUSZKA ET AL: "Dynamic Enzymatic Kinetic Resolution of Methyl 2,3-Dihydro-1 H -indene-1-carboxylate", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2009, no. 35, 1 December 2009 (2009-12-01), pages 6217 - 6224, XP055041500, ISSN: 1434-193X, DOI: 10.1002/ejoc.200901025
FAZLENA H ET AL: "Dynamic kinetic resolution: alternative approach in optimizing S-ibuprofen production", BIOPROCESS AND BIOSYSTEMS ENGINEERING, SPRINGER, BERLIN, DE, vol. 28, no. 4, 1 March 2006 (2006-03-01), pages 227 - 233, XP019347388, ISSN: 1615-7605, DOI: 10.1007/S00449-005-0024-1
HAN-YUAN LIN ET AL: "Dynamic kinetic resolution of (R, S)-naproxen 2,2,2-trifluoroethyl ester via lipase-catalyzed hydrolysis in micro-aqueous isooctane", JOURNAL OF MOLECULAR CATALYSIS B: ENZYMATIC, vol. 24-25, 1 October 2003 (2003-10-01), pages 111 - 120, XP055041511, ISSN: 1381-1177, DOI: 10.1016/S1381-1177(03)00145-0
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