WO2013007371A3 - Kinetic resolution of chiral amines - Google Patents
Kinetic resolution of chiral amines Download PDFInfo
- Publication number
- WO2013007371A3 WO2013007371A3 PCT/EP2012/002884 EP2012002884W WO2013007371A3 WO 2013007371 A3 WO2013007371 A3 WO 2013007371A3 EP 2012002884 W EP2012002884 W EP 2012002884W WO 2013007371 A3 WO2013007371 A3 WO 2013007371A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- kinetic resolution
- chiral
- chiral amines
- amine
- kinetic
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
- C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/08—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention refers to a method for the kinetic resolution of a chiral primary or secondary amine by treating the amine with a chiral, hydroxamic acid derived reagent of the formula (I). These chiral reagents are particularly useful for the kinetic resolution of cyclic amines and may be generated in situ in the presence of an N-heterocyclic carbene, thus allowing for a catalytic reaction.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP11005706.4 | 2011-07-13 | ||
EP11005706 | 2011-07-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2013007371A2 WO2013007371A2 (en) | 2013-01-17 |
WO2013007371A3 true WO2013007371A3 (en) | 2013-10-03 |
Family
ID=46514300
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2012/002884 WO2013007371A2 (en) | 2011-07-13 | 2012-07-09 | Kinetic resolution of chiral amines |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2013007371A2 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10030010B2 (en) | 2014-08-04 | 2018-07-24 | Sandoz Ag | Route of synthesis for the preparation of suvorexant |
HUE064664T2 (en) * | 2018-01-30 | 2024-04-28 | Univ Texas | Pipecolic esters for inhibition of the proteasome |
CN112299996B (en) * | 2019-07-24 | 2022-06-10 | 中国科学院福建物质结构研究所 | Synthesis method of chiral alpha-deuterated ketone |
CN112279765B (en) * | 2019-07-24 | 2022-06-10 | 中国科学院福建物质结构研究所 | Preparation method of chiral alpha-fluoroketone compound |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0384594A1 (en) * | 1989-02-03 | 1990-08-29 | The Wellcome Foundation Limited | Anti-inflammatory aryl derivatives |
EP0564129A2 (en) * | 1992-03-23 | 1993-10-06 | University Of Notre Dame | Process for the preparation of 3-substituted-2-azetidinones |
WO2008115153A1 (en) * | 2007-03-22 | 2008-09-25 | Agency For Science, Technology And Research | N-heterocyclic carbene (nhc) catalyzed synthesis of hydroxamic acids |
-
2012
- 2012-07-09 WO PCT/EP2012/002884 patent/WO2013007371A2/en active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0384594A1 (en) * | 1989-02-03 | 1990-08-29 | The Wellcome Foundation Limited | Anti-inflammatory aryl derivatives |
EP0564129A2 (en) * | 1992-03-23 | 1993-10-06 | University Of Notre Dame | Process for the preparation of 3-substituted-2-azetidinones |
WO2008115153A1 (en) * | 2007-03-22 | 2008-09-25 | Agency For Science, Technology And Research | N-heterocyclic carbene (nhc) catalyzed synthesis of hydroxamic acids |
Non-Patent Citations (8)
Title |
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A.G. AL-SEHEMI ET AL, CHEMICAL COMMUNICATIONS, 2001, pages 2684 - 2685, XP002669431 * |
D.J. BROOKS ET AL, JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2: PHYSICAL ORGONIC CHEMISTRY, no. 3, 1992, pages 393 - 396, XP002669001 * |
H.U. VORA ET AL, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 129, no. 45, 2007, pages 13796 - 13797, XP002669429 * |
P.-C. CHIANG ET AL, CHEMICAL COMMUNICATIONS, 2009, pages 4566 - 4568, XP002669002 * |
S. HANESSIAN ET AL, SYNLETT, no. 6, 1995, pages 633 - 634, XP002669000 * |
S. IWAHANA ET AL, CHEMISTRY - A EUROPEAN JOURNAL, vol. 17, no. 29, 11 July 2011 (2011-07-11), pages 8009 - 8013, XP002669430 * |
V.P. KRASNOV ET AL, TETRAHEDRON ASYMMETRY, vol. 15, no. 5, 8 March 2004 (2004-03-08), pages 859 - 862, XP004493049, ISSN: 0957-4166, DOI: 10.1016/J.TETASY.2004.01.025 * |
Y. OKUMURA ET AL, TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 58, no. 43, 21 October 2002 (2002-10-21), pages 8729 - 8736, XP004390180, ISSN: 0040-4020, DOI: 10.1016/S0040-4020(02)01090-6 * |
Also Published As
Publication number | Publication date |
---|---|
WO2013007371A2 (en) | 2013-01-17 |
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