WO2008078041A3 - Procede de preparation de composes 1,3,2-oxazaborolidines - Google Patents

Procede de preparation de composes 1,3,2-oxazaborolidines Download PDF

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Publication number
WO2008078041A3
WO2008078041A3 PCT/FR2007/052488 FR2007052488W WO2008078041A3 WO 2008078041 A3 WO2008078041 A3 WO 2008078041A3 FR 2007052488 W FR2007052488 W FR 2007052488W WO 2008078041 A3 WO2008078041 A3 WO 2008078041A3
Authority
WO
WIPO (PCT)
Prior art keywords
compound
preparing
compounds
alkyl
produce
Prior art date
Application number
PCT/FR2007/052488
Other languages
English (en)
Other versions
WO2008078041A2 (fr
Inventor
Alain Burgos
Stephane Frein
Original Assignee
Ppg Sipsy
Alain Burgos
Stephane Frein
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, Alain Burgos, Stephane Frein filed Critical Ppg Sipsy
Priority to CA002672619A priority Critical patent/CA2672619A1/fr
Priority to EP07871918A priority patent/EP2102218A2/fr
Publication of WO2008078041A2 publication Critical patent/WO2008078041A2/fr
Publication of WO2008078041A3 publication Critical patent/WO2008078041A3/fr

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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 System
    • C07F5/02—Boron compounds
    • C07F5/022—Boron compounds without C-boron linkages

Abstract

La présente invention concerne un procédé de préparation de composés 1,3,2-oxazaborolidines. Ce procédé prépare des composés de formule (I) ou (IA), dans lesquelles : Rl représente un alkyle ou un aryle; R2, R3, R4 et R5 représentent notamment un atome d'hydrogène, un alkyle, caractérisé en ce qu'on fait réagir, en deux étapes; a) un composé borique précurseur avec un composé acétal pour obtenir un composé boronate : et b) le composé boronate avec un composé aminoalcool. Ce procédé évite les sous produits et présente une très bonne stéréospécificité.
PCT/FR2007/052488 2006-12-12 2007-12-12 Procede de preparation de composes 1,3,2-oxazaborolidines WO2008078041A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA002672619A CA2672619A1 (fr) 2006-12-12 2007-12-12 Procede de preparation de composes 1,3,2-oxazaborolidines
EP07871918A EP2102218A2 (fr) 2006-12-12 2007-12-12 Procede de preparation de composes 1,3,2-oxazaborolidines

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0655449A FR2909671B1 (fr) 2006-12-12 2006-12-12 Procede de preparation de composes 1,3,2-oxazaborolidines
FR0655449 2006-12-12

Publications (2)

Publication Number Publication Date
WO2008078041A2 WO2008078041A2 (fr) 2008-07-03
WO2008078041A3 true WO2008078041A3 (fr) 2008-11-13

Family

ID=38265532

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2007/052488 WO2008078041A2 (fr) 2006-12-12 2007-12-12 Procede de preparation de composes 1,3,2-oxazaborolidines

Country Status (6)

Country Link
US (1) US7586015B2 (fr)
EP (1) EP2102218A2 (fr)
CN (1) CN101657457A (fr)
CA (1) CA2672619A1 (fr)
FR (1) FR2909671B1 (fr)
WO (1) WO2008078041A2 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2496553A4 (fr) * 2009-11-05 2013-03-06 Biocon Ltd Nouveau procédé de préparation de prostaglandines et de leurs intermédiaires
CN102942525B (zh) * 2012-11-01 2014-08-06 万华化学集团股份有限公司 一种制备含脲二酮基团的多异氰酸酯的方法
CN103664976B (zh) * 2013-12-12 2015-11-04 惠州市莱佛士制药技术有限公司 一种顺式六氢呋喃并[2,3-b]呋喃-3-醇的制备方法
CN111263750B (zh) 2017-10-31 2022-02-25 Ａｇｃ株式会社 前列腺素衍生物的制造方法
CN113943317B (zh) * 2021-10-31 2024-02-27 大连双硼医药化工有限公司 一种MeCBS固体的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0305180A2 (fr) * 1987-08-27 1989-03-01 The President And Fellows Of Harvard College Réduction énantiosélective de cétones
WO2006134074A2 (fr) * 2005-06-13 2006-12-21 Basf Aktiengesellschaft Procede de synthese de dialkoxyorganoboranes

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5801280A (en) * 1995-04-07 1998-09-01 Sumitomo Chemical Company, Limited Processes for preparing optically active alcohols and optically active amines
US6509472B2 (en) * 2000-09-11 2003-01-21 Schering Corporation 4-Cyclohexyl-1,3,2-oxazaborolidine chiral accessories

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0305180A2 (fr) * 1987-08-27 1989-03-01 The President And Fellows Of Harvard College Réduction énantiosélective de cétones
WO2006134074A2 (fr) * 2005-06-13 2006-12-21 Basf Aktiengesellschaft Procede de synthese de dialkoxyorganoboranes

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ELIAS J COREY ET AL: "Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts: A New Paradigm for Enantioslsctive Catalysis and a powerful New synthetic Method", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, DE, vol. 37, no. 15, 17 August 1998 (1998-08-17), pages 1986 - 2012, XP002427347, ISSN: 1433-7851 *
GILMORE, N.J. ET AL.: "Synthetic Applicability and in SItu Recycling of a B-Methoxy Oxazaborolidine Ctalyst Derived from cis-1-Amino-indan-2-ol", ORGANIC LETTERS, vol. 6, 2004, pages 2805 - 2808, XP002443885 *

Also Published As

Publication number Publication date
US20080139851A1 (en) 2008-06-12
EP2102218A2 (fr) 2009-09-23
FR2909671B1 (fr) 2009-03-06
WO2008078041A2 (fr) 2008-07-03
FR2909671A1 (fr) 2008-06-13
CN101657457A (zh) 2010-02-24
CA2672619A1 (fr) 2008-07-03
US7586015B2 (en) 2009-09-08

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