WO2005035540A3 - Procede de preparation in situ de composes chiraux derives de complexes d’oxazaborolidine-borane utiles dans les reactions de reduction asymetrique. - Google Patents

Procede de preparation in situ de composes chiraux derives de complexes d’oxazaborolidine-borane utiles dans les reactions de reduction asymetrique. Download PDF

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Publication number
WO2005035540A3
WO2005035540A3 PCT/FR2004/002573 FR2004002573W WO2005035540A3 WO 2005035540 A3 WO2005035540 A3 WO 2005035540A3 FR 2004002573 W FR2004002573 W FR 2004002573W WO 2005035540 A3 WO2005035540 A3 WO 2005035540A3
Authority
WO
WIPO (PCT)
Prior art keywords
oxazaborolidine
compounds derived
reduction reactions
asymmetric reduction
situ preparation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/FR2004/002573
Other languages
English (en)
Other versions
WO2005035540A2 (fr
Inventor
Alain Burgos
Blandine Bertrand
Stephane Frein
Jean-Francois Pluvie
Sonia Roussiasse
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zach System SA
Original Assignee
PPG Sipsy SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by PPG Sipsy SAS filed Critical PPG Sipsy SAS
Priority to DE602004007947T priority Critical patent/DE602004007947T2/de
Priority to EP04817157A priority patent/EP1673375B1/fr
Priority to JP2006530431A priority patent/JP2007508280A/ja
Priority to US10/574,871 priority patent/US7365212B2/en
Publication of WO2005035540A2 publication Critical patent/WO2005035540A2/fr
Publication of WO2005035540A3 publication Critical patent/WO2005035540A3/fr
Priority to IL174697A priority patent/IL174697A0/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • 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
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/022—Boron compounds without C-boron linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Catalysts (AREA)

Abstract

L'invention a pour objet un procédé de préparation in situ de composés chiraux dérivés de complexes d'oxazaborolidine-borane, dans lequel on met en présence un borohydrure de métal, une base de Lewis, un ester d'acide inorganique, puis on additionne un amino-alcool optiquement actif et éventuellement un halogénure. Le composé obtenu est un complexe utile comme catalyseur dans les réactions de réduction asymétrique. La réaction se poursuit par ajout de la matière à réduire, en particulier des cétones ou étheroxymes prochirales, en vue de la synthèse d'alcools chiraux ou d'amines chirales.
PCT/FR2004/002573 2003-10-09 2004-10-11 Procede de preparation in situ de composes chiraux derives de complexes d’oxazaborolidine-borane utiles dans les reactions de reduction asymetrique. Ceased WO2005035540A2 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE602004007947T DE602004007947T2 (de) 2003-10-09 2004-10-11 Verfahren zur in-situ-herstellung chiraler, von oxazaborolidinborankomplexen abgeleiteter verbindungen, die in asymmetrischen reduktionsreaktionen eingesetzt werden
EP04817157A EP1673375B1 (fr) 2003-10-09 2004-10-11 Procede de preparation in situ de composes chiraux derives de complexes d'oxazaborolidine-borane utiles dans les reactions de reduction asymetrique
JP2006530431A JP2007508280A (ja) 2003-10-09 2004-10-11 不斉還元反応に有用なオキサザボロリジン由来キラル化合物−ボラン錯体のｉｎｓｉｔｕでの製法
US10/574,871 US7365212B2 (en) 2003-10-09 2004-10-11 Method for the in situ preparation of chiral compounds derived from oxazaborolidine-borane complexes which are used in asymmetric reduction reactions
IL174697A IL174697A0 (en) 2003-10-09 2006-03-30 Method for the in situ preparation of chiral compounds derived from oxazaborolidine-borane complexes, which are used in asymmetric reduction reactions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0311838A FR2860794B1 (fr) 2003-10-09 2003-10-09 Procede de preparation in situ de composes chiraux derives de complexes d'oxazaborolidine-borane utiles dans les reactions de reduction asymetrique
FR0311838 2003-10-09

Publications (2)

Publication Number Publication Date
WO2005035540A2 WO2005035540A2 (fr) 2005-04-21
WO2005035540A3 true WO2005035540A3 (fr) 2005-06-09

Family

ID=34355364

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2004/002573 Ceased WO2005035540A2 (fr) 2003-10-09 2004-10-11 Procede de preparation in situ de composes chiraux derives de complexes d’oxazaborolidine-borane utiles dans les reactions de reduction asymetrique.

Country Status (11)

Country Link
US (1) US7365212B2 (fr)
EP (1) EP1673375B1 (fr)
JP (1) JP2007508280A (fr)
CN (1) CN1867571A (fr)
AT (1) ATE368672T1 (fr)
DE (1) DE602004007947T2 (fr)
ES (1) ES2291979T3 (fr)
FR (1) FR2860794B1 (fr)
IL (1) IL174697A0 (fr)
PT (1) PT1673375E (fr)
WO (1) WO2005035540A2 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104744266B (zh) * 2013-12-31 2017-06-27 上虞京新药业有限公司 替格瑞洛中间体的制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5189177A (en) * 1990-04-18 1993-02-23 Merck & Co., Inc. Chiral boron catalysts for reduction of ketones and process for their preparation
US5264574A (en) * 1992-04-03 1993-11-23 Merck & Co., Inc. Preparation of oxazaborolidine borane complex
WO1994026751A1 (fr) * 1993-05-14 1994-11-24 Pfizer Inc. Catalyseurs a l'oxazaborolidine enantioselectifs

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5189177A (en) * 1990-04-18 1993-02-23 Merck & Co., Inc. Chiral boron catalysts for reduction of ketones and process for their preparation
US5264574A (en) * 1992-04-03 1993-11-23 Merck & Co., Inc. Preparation of oxazaborolidine borane complex
WO1994026751A1 (fr) * 1993-05-14 1994-11-24 Pfizer Inc. Catalyseurs a l'oxazaborolidine enantioselectifs

Also Published As

Publication number Publication date
US7365212B2 (en) 2008-04-29
DE602004007947T2 (de) 2008-04-17
EP1673375B1 (fr) 2007-08-01
JP2007508280A (ja) 2007-04-05
WO2005035540A2 (fr) 2005-04-21
US20070055068A1 (en) 2007-03-08
ATE368672T1 (de) 2007-08-15
CN1867571A (zh) 2006-11-22
IL174697A0 (en) 2006-08-20
ES2291979T3 (es) 2008-03-01
FR2860794A1 (fr) 2005-04-15
EP1673375A2 (fr) 2006-06-28
DE602004007947D1 (de) 2007-09-13
FR2860794B1 (fr) 2006-02-03
PT1673375E (pt) 2007-11-06

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