WO2001009077A1 - Derives chiraux n-substitues de la norephedrine, leur preparation et leur utilisation pour la synthese de composes fonctionnalises optiquement actifs par transfert d'hydrogene - Google Patents
Derives chiraux n-substitues de la norephedrine, leur preparation et leur utilisation pour la synthese de composes fonctionnalises optiquement actifs par transfert d'hydrogene Download PDFInfo
- Publication number
- WO2001009077A1 WO2001009077A1 PCT/FR2000/002161 FR0002161W WO0109077A1 WO 2001009077 A1 WO2001009077 A1 WO 2001009077A1 FR 0002161 W FR0002161 W FR 0002161W WO 0109077 A1 WO0109077 A1 WO 0109077A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- alkyl
- norephedrine
- alkoxy
- halogen
- Prior art date
Links
- 0 Cc1c(C)c(*)c(C(C(*)N**)O)c(*)c1* Chemical compound Cc1c(C)c(*)c(C(C(*)N**)O)c(*)c1* 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B53/00—Asymmetric syntheses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
- C07C215/32—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton containing hydroxy groups and carbon atoms of two six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP00958632A EP1206438A1 (fr) | 1999-07-29 | 2000-07-27 | DERIVES CHIRAUX i N /i -SUBSTITUES DE LA NOREPHEDRINE, LEUR PREPARATION ET LEUR UTILISATION POUR LA SYNTHESE DE COMPOSES FONCTIONNALISES OPTIQUEMENT ACTIFS PAR TRANSFERT D'HYDROGENE |
AU70089/00A AU7008900A (en) | 1999-07-29 | 2000-07-27 | N-substituted norephedrine chiral derivatives, their preparation and their use for the synthesis of optically active functionalised compounds by hydrogen transfer |
US10/059,652 US20020193347A1 (en) | 1999-07-29 | 2002-01-29 | N-substituted norephedrine chiral derivatives, their preparation and their use for the synthesis of optically active functionalised compounds by hydrogen transfer |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR99/09864 | 1999-07-29 | ||
FR9909864A FR2796938B1 (fr) | 1999-07-29 | 1999-07-29 | Nouveaux derives chiraux n-substitues de la norephedrine, leur preparation et leur utilisation pour la synthese de composes fonctionnalises optiquement actifs par transfert d'hydrogene |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/059,652 Continuation US20020193347A1 (en) | 1999-07-29 | 2002-01-29 | N-substituted norephedrine chiral derivatives, their preparation and their use for the synthesis of optically active functionalised compounds by hydrogen transfer |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001009077A1 true WO2001009077A1 (fr) | 2001-02-08 |
Family
ID=9548672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2000/002161 WO2001009077A1 (fr) | 1999-07-29 | 2000-07-27 | Derives chiraux n-substitues de la norephedrine, leur preparation et leur utilisation pour la synthese de composes fonctionnalises optiquement actifs par transfert d'hydrogene |
Country Status (5)
Country | Link |
---|---|
US (1) | US20020193347A1 (fr) |
EP (1) | EP1206438A1 (fr) |
AU (1) | AU7008900A (fr) |
FR (1) | FR2796938B1 (fr) |
WO (1) | WO2001009077A1 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012037217A1 (fr) * | 2010-09-14 | 2012-03-22 | Infinity Pharmaceuticals, Inc. | Hydrogénation par transfert d'analogues de cyclopamine |
US8895576B2 (en) | 2006-12-28 | 2014-11-25 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US9238672B2 (en) | 2007-12-27 | 2016-01-19 | Infinity Pharmaceuticals, Inc. | Methods for stereoselective reduction |
US9879293B2 (en) | 2009-08-05 | 2018-01-30 | Infinity Pharmaceuticals, Inc. | Enzymatic transamination of cyclopamine analogs |
US10369147B2 (en) | 2015-06-04 | 2019-08-06 | PellePharm, Inc. | Topical formulations for delivery of hedgehog inhibitor compounds and use thereof |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998042643A1 (fr) * | 1997-03-26 | 1998-10-01 | Avecia Limited | Processus et catalyseur d'hydrogenation par transfert |
EP0916637A1 (fr) * | 1995-12-06 | 1999-05-19 | Japan Science and Technology Corporation | Procede de preparation de composes optiquement actifs |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3968147A (en) * | 1972-02-09 | 1976-07-06 | Monsanto Company | Asymmetric reduction of ketones to form optically active alcohols |
JPS5198269A (en) * | 1975-02-19 | 1976-08-30 | Dll pantorakutonnokogakubunkatsuho | |
US4042624A (en) * | 1975-05-12 | 1977-08-16 | Morton-Norwich Products, Inc. | Antidepressant 2-[(substituted-1-naphthylmethyl)amino]-1-phenylpropanols |
CA2044144A1 (fr) * | 1989-11-02 | 1991-05-03 | Stephen G. Davies | Complexes organometalliques chiraux et utilisations |
-
1999
- 1999-07-29 FR FR9909864A patent/FR2796938B1/fr not_active Expired - Fee Related
-
2000
- 2000-07-27 AU AU70089/00A patent/AU7008900A/en not_active Abandoned
- 2000-07-27 WO PCT/FR2000/002161 patent/WO2001009077A1/fr not_active Application Discontinuation
- 2000-07-27 EP EP00958632A patent/EP1206438A1/fr not_active Withdrawn
-
2002
- 2002-01-29 US US10/059,652 patent/US20020193347A1/en not_active Abandoned
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0916637A1 (fr) * | 1995-12-06 | 1999-05-19 | Japan Science and Technology Corporation | Procede de preparation de composes optiquement actifs |
WO1998042643A1 (fr) * | 1997-03-26 | 1998-10-01 | Avecia Limited | Processus et catalyseur d'hydrogenation par transfert |
Non-Patent Citations (9)
Title |
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A. Q. MI ET AL.: "Asymmetric catalytic alkylation of 4-chlorophenylacetic acid", TETRAHEDRON: ASYMMETRY, vol. 4, no. 9, 1993, pages 1957 - 1960, XP002141889 * |
DIEGO A. ALONSO ET AL.: "(1S,3R,4R)-2-azanorbornylmethanol,...", JOURNAL OF ORGANIC CHEMISTRY., vol. 63, no. 8, 17 April 1998 (1998-04-17), EASTON US, pages 2749 - 2751, XP002141891 * |
GILL D S ET AL: "PENTAMETHYLCYCLOPENTADIENYL-RHODIUM AND -IRIDIUM COMPLEXES. PART 16.1 HOMOGENEOUS HYDROGENATION CATALYSTS", JOURNAL OF THE CHEMICAL SOCIETY, DALTON TRANSACTIONS,GB,CHEMICAL SOCIETY. LETCHWORTH, 1978, pages 617 - 626, XP002069433, ISSN: 0300-9246 * |
HASHIGUCHI S ET AL: "ASYMMETRIC TRANSFER HYDROGENATION OF AROMATIC KETONES CATALYZED BY CHIRAL RUTHENIUM(II) COMPLEXES", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,US,AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, vol. 117, no. 28, 19 July 1995 (1995-07-19), pages 7562 - 7563, XP002069429, ISSN: 0002-7863 * |
JIANG YAO-ZHONG ET AL.: "Preparation of some new derivatives of (1R,2S)-1,2-diphenyl-2-aminoethanol and enantioselective borane reduction of propriophenone", CHINESE JOURNAL OF CHEMISTRY, vol. 14, no. 1, January 1996 (1996-01-01), pages 74 - 79, XP000951624 * |
KATHELYNE EVERAERE ET AL.: "Ruthenium catalyzed asymmetric transfer hydrogenation of beta-ketoesters", TETRAHEDRON: ASYMMETRY, vol. 9, 1998, pages 2971 - 2974, XP004138972 * |
MAUD BERNARD ET AL.: "Structure of the diamine-Rh(I) precursor in the asymmetric hydride transfer reduction of ketones:", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY., vol. 120, no. 7, 25 March 1998 (1998-03-25), DC US, pages 1441 - 1446, XP002141892 * |
TAKEHARA J ET AL: "AMINO ALCOHOL EFFECTS ON THE RUTHENIUM(II)-CATALYSED ASYMMETRIC TRANSFER HYDROGENATION OF KETONES IN PROPAN-2-OL", CHEMICAL COMMUNICATIONS,GB,ROYAL SOCIETY OF CHEMISTRY, 1996, pages 233 - 234, XP002069430, ISSN: 1359-7345 * |
UEMATSU N ET AL: "ASYMMETRIC TRANSFER HYDROGENATION OF IMINES", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,US,AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, vol. 118, no. 20, 22 May 1996 (1996-05-22), pages 4916 - 4917, XP002069432, ISSN: 0002-7863 * |
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10821102B2 (en) | 2006-12-28 | 2020-11-03 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US8895576B2 (en) | 2006-12-28 | 2014-11-25 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US9145422B2 (en) | 2006-12-28 | 2015-09-29 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US11602527B2 (en) | 2006-12-28 | 2023-03-14 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US11007181B2 (en) | 2006-12-28 | 2021-05-18 | Infinity Pharmaceuticals, Inc. | Cyclopamine analogs |
US9492435B2 (en) | 2006-12-28 | 2016-11-15 | Infinity Pharmaceuticals, Inc. | Cyclopamine analogs |
US9669011B2 (en) | 2006-12-28 | 2017-06-06 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US10406139B2 (en) | 2006-12-28 | 2019-09-10 | Infinity Pharmaceuticals, Inc. | Cyclopamine analogs |
US9951083B2 (en) | 2006-12-28 | 2018-04-24 | Infinity Pharmaceuticals, Inc. | Cyclopamine analogs |
US10045970B2 (en) | 2006-12-28 | 2018-08-14 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US10314827B2 (en) | 2006-12-28 | 2019-06-11 | Infinity Pharmaceuticals, Inc. | Methods of use of cyclopamine analogs |
US9238672B2 (en) | 2007-12-27 | 2016-01-19 | Infinity Pharmaceuticals, Inc. | Methods for stereoselective reduction |
US9879293B2 (en) | 2009-08-05 | 2018-01-30 | Infinity Pharmaceuticals, Inc. | Enzymatic transamination of cyclopamine analogs |
US9394313B2 (en) | 2010-09-14 | 2016-07-19 | Infinity Pharmaceuticals, Inc. | Transfer hydrogenation of cyclopamine analogs |
US9879025B2 (en) | 2010-09-14 | 2018-01-30 | Infinity Pharmaceuticals, Inc. | Transfer hydrogenation of cyclopamine analogs |
WO2012037217A1 (fr) * | 2010-09-14 | 2012-03-22 | Infinity Pharmaceuticals, Inc. | Hydrogénation par transfert d'analogues de cyclopamine |
US9376447B2 (en) | 2010-09-14 | 2016-06-28 | Infinity Pharmaceuticals, Inc. | Transfer hydrogenation of cyclopamine analogs |
US10369147B2 (en) | 2015-06-04 | 2019-08-06 | PellePharm, Inc. | Topical formulations for delivery of hedgehog inhibitor compounds and use thereof |
US10695344B2 (en) | 2015-06-04 | 2020-06-30 | PellePharm, Inc. | Topical formulations for delivery of hedgehog inhibitor compounds and use thereof |
US11413283B2 (en) | 2015-06-04 | 2022-08-16 | PellePharm, Inc. | Topical formulations for delivery of hedgehog inhibitor compounds and use thereof |
Also Published As
Publication number | Publication date |
---|---|
FR2796938B1 (fr) | 2004-04-02 |
EP1206438A1 (fr) | 2002-05-22 |
AU7008900A (en) | 2001-02-19 |
US20020193347A1 (en) | 2002-12-19 |
FR2796938A1 (fr) | 2001-02-02 |
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