FR2981071B1 - Synthese versatile et stereospecifique d'acides amines gamma,delta-insatures par la reaction de wittig - Google Patents
Synthese versatile et stereospecifique d'acides amines gamma,delta-insatures par la reaction de wittigInfo
- Publication number
- FR2981071B1 FR2981071B1 FR1159112A FR1159112A FR2981071B1 FR 2981071 B1 FR2981071 B1 FR 2981071B1 FR 1159112 A FR1159112 A FR 1159112A FR 1159112 A FR1159112 A FR 1159112A FR 2981071 B1 FR2981071 B1 FR 2981071B1
- Authority
- FR
- France
- Prior art keywords
- wittig
- versatile
- delta
- unsaturated
- reaction
- 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.)
- Expired - Fee Related
Links
- 150000001413 amino acids Chemical class 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 title 1
- 230000000707 stereoselective effect Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5456—Arylalkanephosphonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/02—Formation of carboxyl groups in compounds containing amino groups, e.g. by oxidation of amino alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- 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
- C07D307/54—Radicals substituted by 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
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by 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
- 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 Table
-
- 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
-
- 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
- C07F5/027—Organoboranes and organoborohydrides
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5435—Cycloaliphatic phosphonium 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5442—Aromatic phosphonium compounds (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C40—COMBINATORIAL TECHNOLOGY
- C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
- C40B40/00—Libraries per se, e.g. arrays, mixtures
- C40B40/04—Libraries containing only organic compounds
-
- 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
-
- 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
- C07B2200/09—Geometrical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1159112A FR2981071B1 (fr) | 2011-10-10 | 2011-10-10 | Synthese versatile et stereospecifique d'acides amines gamma,delta-insatures par la reaction de wittig |
JP2014527630A JP6021918B2 (ja) | 2011-08-29 | 2012-08-28 | ウィッティヒ反応によるγ,δ−不飽和アミノ酸の汎用的な立体特異的合成 |
US14/241,561 US9242925B2 (en) | 2011-08-29 | 2012-08-28 | Versatile and stereospecific synthesis of γ,δ-unsaturated amino acids by Wittig reaction |
CN201710459607.XA CN107253968B (zh) | 2011-08-29 | 2012-08-28 | 通过维悌希反应的γ,δ-不饱和氨基酸的通用和立体有择合成 |
PCT/EP2012/066686 WO2013030193A1 (fr) | 2011-08-29 | 2012-08-28 | Synthèse polyvalente et stéréospécifique d'aminoacides gamma,delta-insaturés par la réaction de wittig |
EP12751338.0A EP2751124B1 (fr) | 2011-08-29 | 2012-08-28 | Synthèse polyvalente et stéréospécifique d'aminoacides gamma,delta-insaturés par la réaction de wittig |
CN201280052910.3A CN103889994B (zh) | 2011-08-29 | 2012-08-28 | 通过维悌希反应的进行γ,δ‑不饱和氨基酸的通用和立体有择合成 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1159112A FR2981071B1 (fr) | 2011-10-10 | 2011-10-10 | Synthese versatile et stereospecifique d'acides amines gamma,delta-insatures par la reaction de wittig |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2981071A1 FR2981071A1 (fr) | 2013-04-12 |
FR2981071B1 true FR2981071B1 (fr) | 2014-02-07 |
Family
ID=47755363
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR1159112A Expired - Fee Related FR2981071B1 (fr) | 2011-08-29 | 2011-10-10 | Synthese versatile et stereospecifique d'acides amines gamma,delta-insatures par la reaction de wittig |
Country Status (6)
Country | Link |
---|---|
US (1) | US9242925B2 (fr) |
EP (1) | EP2751124B1 (fr) |
JP (1) | JP6021918B2 (fr) |
CN (2) | CN103889994B (fr) |
FR (1) | FR2981071B1 (fr) |
WO (1) | WO2013030193A1 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3038605B1 (fr) | 2015-07-06 | 2018-08-24 | Universite Amiens Picardie Jules Verne | Diamines primaires vicinales associees a des motifs chelateurs de metaux et/ou de radicaux libres, actives contre les stress carbonyle et oxydant et leur utilisation |
CN106518816A (zh) * | 2016-08-31 | 2017-03-22 | 浙江安赛生物科技股份有限公司 | 2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺 |
CN110330446A (zh) * | 2019-07-21 | 2019-10-15 | 滁州学院 | 一种含γ烯基或β烯基的非天然氨基酸的制备方法 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6133148A (ja) * | 1984-07-25 | 1986-02-17 | Suntory Ltd | シクロプロピルアラニン誘導体の製造法 |
US5559256A (en) * | 1992-07-20 | 1996-09-24 | E. R. Squibb & Sons, Inc. | Aminediol protease inhibitors |
JP3583928B2 (ja) * | 1997-08-15 | 2004-11-04 | 中外製薬株式会社 | フェネチルアミン誘導体 |
GB9809664D0 (en) * | 1998-05-06 | 1998-07-01 | Hoffmann La Roche | a-Ketoamide derivatives |
FR2806722B1 (fr) * | 2000-03-23 | 2002-05-17 | Sanofi Synthelabo | Derives de n-(heterocyclylbutyl) benzene-ou pyridine sulfonamide, leur preparation et leur application en therapeutique |
MX2007008585A (es) * | 2005-01-13 | 2008-02-19 | Univ Wollongong | Compuestos peptidicos. |
EP2039687B1 (fr) * | 2006-06-19 | 2012-05-02 | Toray Industries, Inc. | Agent thérapeutique ou prophylactique pour la sclérose en plaques |
US7659270B2 (en) * | 2006-08-11 | 2010-02-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
JP4117009B2 (ja) * | 2006-11-14 | 2008-07-09 | サントリー株式会社 | ムギネ酸類の効率的製造方法 |
US7772221B2 (en) * | 2007-02-09 | 2010-08-10 | Bristol-Meyers Squibb Company | Diaminopropane derived macrocycles as inhibitors of β amyloid production |
CN101284797B (zh) * | 2008-06-11 | 2010-08-11 | 常州恩滋生物科技有限公司 | N-保护的烯丙基甘氨酸酯的拆分方法 |
US8580998B2 (en) * | 2008-12-11 | 2013-11-12 | University Of Georgia Research Foundation, Inc. | Preparation of alkenes by mild thermolysis of sulfoxides |
-
2011
- 2011-10-10 FR FR1159112A patent/FR2981071B1/fr not_active Expired - Fee Related
-
2012
- 2012-08-28 CN CN201280052910.3A patent/CN103889994B/zh active Active
- 2012-08-28 EP EP12751338.0A patent/EP2751124B1/fr not_active Not-in-force
- 2012-08-28 JP JP2014527630A patent/JP6021918B2/ja not_active Expired - Fee Related
- 2012-08-28 WO PCT/EP2012/066686 patent/WO2013030193A1/fr active Application Filing
- 2012-08-28 US US14/241,561 patent/US9242925B2/en not_active Expired - Fee Related
- 2012-08-28 CN CN201710459607.XA patent/CN107253968B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
WO2013030193A1 (fr) | 2013-03-07 |
CN107253968A (zh) | 2017-10-17 |
CN107253968B (zh) | 2020-03-13 |
JP2014527539A (ja) | 2014-10-16 |
CN103889994A (zh) | 2014-06-25 |
CN103889994B (zh) | 2017-07-11 |
FR2981071A1 (fr) | 2013-04-12 |
EP2751124A1 (fr) | 2014-07-09 |
US20140364339A1 (en) | 2014-12-11 |
EP2751124B1 (fr) | 2018-05-16 |
JP6021918B2 (ja) | 2016-11-09 |
US9242925B2 (en) | 2016-01-26 |
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Legal Events
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PLFP | Fee payment |
Year of fee payment: 6 |
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Year of fee payment: 7 |
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Year of fee payment: 8 |
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PLFP | Fee payment |
Year of fee payment: 9 |
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PLFP | Fee payment |
Year of fee payment: 11 |
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ST | Notification of lapse |
Effective date: 20230606 |