Title:
DIASTEREOMERIC AND ENANTIOMERIC TRICYCLIC COMPOUNDS AND METHOD FOR PRODUCING DIASTEREOMERIC AND ENANTIOMERIC BICYCLIC AND TRICYCLIC COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2010/149378
Kind Code:
A3
Abstract:
The invention relates to a method for diastereomer-pure and enantiomer-pure production of bicyclic and tricyclic compounds by race mate splitting. Alcohols, thiols, or amines are transformed into a salt by means of a dicarboxylic acid or a dicarboxylic acid derivate and subsequent converting of the intermediate product thus obtained by means of an enantiomer-enriched base. By crystallizing and subsequently splitting the dicarboxylic acid, the desired alcohol or thiol or amine is obtained, in particular one of the compounds I to III of the following schema 3.
Inventors:
GRUNENWALD JEAN-MARIE (FR)
LINK REINHARD (DE)
KRAUSE INES (DE)
GANGKOFNER STEFAN (DE)
BUEHLER NORBERT (DE)
MAIER MARKUS (DE)
BERGNER EIKE (DE)
LINK REINHARD (DE)
KRAUSE INES (DE)
GANGKOFNER STEFAN (DE)
BUEHLER NORBERT (DE)
MAIER MARKUS (DE)
BERGNER EIKE (DE)
Application Number:
PCT/EP2010/003869
Publication Date:
July 28, 2011
Filing Date:
June 23, 2010
Export Citation:
Assignee:
UETIKON CHEMIE GMBH (DE)
GRUNENWALD JEAN-MARIE (FR)
LINK REINHARD (DE)
KRAUSE INES (DE)
GANGKOFNER STEFAN (DE)
BUEHLER NORBERT (DE)
MAIER MARKUS (DE)
BERGNER EIKE (DE)
GRUNENWALD JEAN-MARIE (FR)
LINK REINHARD (DE)
KRAUSE INES (DE)
GANGKOFNER STEFAN (DE)
BUEHLER NORBERT (DE)
MAIER MARKUS (DE)
BERGNER EIKE (DE)
International Classes:
C07C35/37; A61K31/045; A61P43/00
Domestic Patent References:
| WO2009003711A2 | 2009-01-08 | |||
| WO2003041702A1 | 2003-05-22 | |||
| WO2001044164A1 | 2001-06-21 | |||
| WO2004078686A1 | 2004-09-16 |
Other References:
BERND HOELSCHER ET AL: "Enantioselectivity in Odor Perception. Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol", HELVETICA CHIMICA ACTA, vol. 87, no. 7, 2004, pages 1666 - 1680, XP002637817
ALBERT GONZALES-ROURA ET AL: "Synthesis and Phospholipase C Inhibitory Activity of D609 Diastereomers", LIPIDS, vol. 37, no. 4, 2002, pages 401 - 406, XP002637818
NORIYOSHI ET AL: "Asymmetric Hydrogenation of Bicyclic Ketones Catalyzed by BINAP/IPHAN-Ru(II) Complex", ORGANIC LETTERS, vol. 12, no. 15, 2010, pages 3380 - 3383, XP002637819
ALBERT GONZALES-ROURA ET AL: "Synthesis and Phospholipase C Inhibitory Activity of D609 Diastereomers", LIPIDS, vol. 37, no. 4, 2002, pages 401 - 406, XP002637818
NORIYOSHI ET AL: "Asymmetric Hydrogenation of Bicyclic Ketones Catalyzed by BINAP/IPHAN-Ru(II) Complex", ORGANIC LETTERS, vol. 12, no. 15, 2010, pages 3380 - 3383, XP002637819
Attorney, Agent or Firm:
GLAWE, DELFS, MOLL (München, DE)
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