DE69617948D1 - Verfahren zur Herstellung von 3-(Aminomethyl)-5-Methylhexansäure - Google Patents
Verfahren zur Herstellung von 3-(Aminomethyl)-5-MethylhexansäureInfo
- Publication number
- DE69617948D1 DE69617948D1 DE69617948T DE69617948T DE69617948D1 DE 69617948 D1 DE69617948 D1 DE 69617948D1 DE 69617948 T DE69617948 T DE 69617948T DE 69617948 T DE69617948 T DE 69617948T DE 69617948 D1 DE69617948 D1 DE 69617948D1
- Authority
- DE
- Germany
- Prior art keywords
- aminomethyl
- methylhexanoic acid
- alkali
- earth metal
- alkaline earth
- 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 - Lifetime
Links
Classifications
-
- 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
- C07C227/30—Preparation of optical isomers
- C07C227/34—Preparation of optical isomers by separation of optical isomers
-
- 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
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/10—Formation of amino groups in compounds containing carboxyl groups with simultaneously increasing the number of carbon atoms in the carbon skeleton
-
- 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
- C07C229/06—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 having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—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 having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
- C07C255/22—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton containing cyano groups and at least two carboxyl groups bound to the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Seasonings (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/474,874 US5637767A (en) | 1995-06-07 | 1995-06-07 | Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid |
PCT/US1996/006819 WO1996040617A1 (en) | 1995-06-07 | 1996-05-13 | Method of making (s)-3-(aminomethyl)-5-methylhexanoic acid |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69617948D1 true DE69617948D1 (de) | 2002-01-24 |
DE69617948T2 DE69617948T2 (de) | 2002-06-13 |
Family
ID=23885291
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69617948T Expired - Lifetime DE69617948T2 (de) | 1995-06-07 | 1996-05-13 | Verfahren zur Herstellung von 3-(Aminomethyl)-5-Methylhexansäure |
Country Status (18)
Country | Link |
---|---|
US (4) | US5637767A (de) |
EP (1) | EP0830338B1 (de) |
JP (1) | JP3874306B2 (de) |
AT (1) | ATE210628T1 (de) |
CA (1) | CA2219150C (de) |
CZ (2) | CZ296895B6 (de) |
DE (1) | DE69617948T2 (de) |
DK (1) | DK0830338T3 (de) |
EE (1) | EE04053B1 (de) |
ES (1) | ES2170231T3 (de) |
GE (1) | GEP19991870B (de) |
HU (2) | HU229957B1 (de) |
NZ (2) | NZ308319A (de) |
PL (3) | PL185557B1 (de) |
PT (1) | PT830338E (de) |
SI (1) | SI0830338T1 (de) |
SK (2) | SK282865B6 (de) |
WO (1) | WO1996040617A1 (de) |
Families Citing this family (70)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5858736A (en) * | 1996-05-17 | 1999-01-12 | E. I. Du Pont De Nemours And Company | Preparation of lactams from aliphatic α,ω-dinitriles |
DK0934061T6 (en) | 1996-07-24 | 2015-01-26 | Warner Lambert Co | Isobutylgaba and its derivatives for the treatment of pain |
US6194459B1 (en) | 1997-08-19 | 2001-02-27 | Warner-Lambert Company | Methods for treating physiological conditions associated with the use, or sequelae of use, of cocaine or other psychomotors stimulants |
CA2689997A1 (en) * | 1999-06-10 | 2000-12-21 | Warner-Lambert Company Llc | Mono- and disubstituted 3-propyl gamma-aminobutyric acids |
TR200400953T4 (tr) * | 2000-01-27 | 2004-07-21 | Warner Lambert Company | Pregabalinin asimetrik sentezi. |
GB2368579A (en) * | 2000-10-31 | 2002-05-08 | Parke Davis & Co Ltd | Azole pharmaceutical agents |
US7169812B2 (en) * | 2003-07-01 | 2007-01-30 | Medtronic, Inc. | Process for producing injectable gabapentin compositions |
EP1543831A1 (de) * | 2003-12-18 | 2005-06-22 | Pfizer GmbH Arzneimittelwerk Gödecke | Zusammensetzung enthaltend Pregabalin |
DE602005002253T2 (de) * | 2004-03-12 | 2008-05-29 | Warner-Lambert Company Llc | C1-symmetrische bisphosphinliganden und deren verwendung bei der asymmetrischen synthese von pregabalin |
UA82292C2 (uk) * | 2004-04-14 | 2008-03-25 | Пфайзер Продактс Инк. | Спосіб стереоселективного біоперетворення аліфатичних динітрилів в ціанокарбонові кислоти (варіанти) |
AP2466A (en) * | 2004-06-21 | 2012-09-17 | Warner Lambert Co | Preparation of pregabalin and related compounds |
CN101160281A (zh) * | 2005-04-06 | 2008-04-09 | 特瓦制药工业有限公司 | 结晶形态的普瑞巴林 |
US7488846B2 (en) * | 2005-04-11 | 2009-02-10 | Teva Pharmaceuical Industries Ltd. | Pregabalin free of lactam and a process for preparation thereof |
WO2006110783A2 (en) * | 2005-04-11 | 2006-10-19 | Teva Pharmaceutical Industries Ltd. | Process for making (s)-pregabalin |
WO2006121557A1 (en) * | 2005-05-10 | 2006-11-16 | Teva Pharmaceutical Industries Ltd. | Pregabalin free of lactam and a process for preparation thereof |
EP1879854B1 (de) * | 2005-05-10 | 2011-09-07 | Teva Pharmaceutical Industries Ltd | Optische lösung a us 3-carbamoylmethyl-5-methyl-hexansäure |
ATE486841T1 (de) * | 2005-05-10 | 2010-11-15 | Teva Pharma | Verfahren zur herstellung von pregabalin und salzen daraus |
MX2007000525A (es) * | 2005-05-10 | 2007-03-28 | Teva Pharma | Pregabalina libre de acido isobutilglutarico y un proceso para la preparacion de ella. |
KR20080034205A (ko) * | 2005-09-19 | 2008-04-18 | 테바 파마슈티컬 인더스트리즈 리미티드 | (s)-프레가발린의 신규한 합성을 위한 주요 중간체인 키랄3-카르바모일메틸-5-메틸 헥산산 |
NL2000281C2 (nl) | 2005-11-02 | 2007-08-07 | Pfizer Prod Inc | Vaste farmaceutische samenstellingen die pregabaline bevatten. |
CA2646474A1 (en) * | 2006-04-24 | 2007-11-08 | Teva Pharmaceutical Industries Ltd. | Processes for the synthesis of 3-isobutylglutaric acid |
EP2019817A2 (de) * | 2006-05-24 | 2009-02-04 | Teva Pharmaceutical Industries Ltd. | Verfahren zur erzeugung von r-(+)-3-(carbamoyl-methyl)-5-methylhexansäure und ihren salzen |
WO2007143113A2 (en) | 2006-05-31 | 2007-12-13 | Teva Pharmaceutical Industries Ltd. | The use of enzymatic resolution for the preparation of intermediates of pregabalin |
US20080015385A1 (en) * | 2006-05-31 | 2008-01-17 | Lilach Hedvati | Preparation of (S)-pregabalin-nitrile |
CA2657544C (en) * | 2006-07-12 | 2013-05-28 | Generics [Uk] Limited | Process for preparing pregabalin |
WO2008062460A2 (en) * | 2006-10-06 | 2008-05-29 | Cadila Healthcare Limited | Crystalline forms of pregabalin |
TW200846308A (en) * | 2007-03-22 | 2008-12-01 | Teva Pharma | Synthesis of (s)-(+)-3-(aminomethyl)-5-methyl hexanoic acid |
WO2008138874A1 (en) * | 2007-05-09 | 2008-11-20 | Chemo Ibérica, S.A. | Process for preparing (s)-pregabalin by optical resolution of racemic pregabalin |
EP1992609A1 (de) * | 2007-05-14 | 2008-11-19 | Dipharma Francis S.r.l. | Verfahren für die Herstellung einer (S)(+)-3-(Aminomethyl)-5-Methylhexan-Säure |
WO2009001372A2 (en) * | 2007-06-25 | 2008-12-31 | Manne Satyanarayana Reddy | A novel process for the preparation of pregabalin |
WO2009044409A2 (en) * | 2007-10-01 | 2009-04-09 | Natco Pharma Limited | Novel resolution process for pregabalin |
US20090137842A1 (en) * | 2007-10-03 | 2009-05-28 | Vollerner Yuri | Pregabalin -4-eliminate, pregabalin 5-eliminate, their use as reference marker and standard, and method to produce pregabalin containing low levels thereof |
ITMI20072262A1 (it) * | 2007-12-03 | 2009-06-04 | Dipharma Francis Srl | Procedimento per la preparazione di acido (s)(+)-3-(amminometil)-5-metilesanoico |
WO2009087674A2 (en) * | 2007-12-18 | 2009-07-16 | Watson Pharma Private Limited | Improved process for the preparation of (s)-pregabalin |
AU2008339583A1 (en) * | 2007-12-26 | 2009-07-02 | Generics [Uk] Limited | Processes to pregabalin |
WO2009084493A1 (ja) * | 2007-12-27 | 2009-07-09 | Toray Fine Chemicals Co., Ltd. | 光学活性3-アミノピロリジン塩及びその製造方法並びに3-アミノピロリジンの光学分割方法 |
CN101910112B (zh) * | 2008-01-02 | 2012-11-14 | 浙江九洲药业股份有限公司 | S-3-氨甲基-5-甲基己酸拆分工艺 |
US20110144383A1 (en) * | 2008-02-18 | 2011-06-16 | Matrix Laboratories Limited | Process for preparing (s)-3-(aminomethyl)-5-methylhexanoic acid |
CN102089273A (zh) * | 2008-04-04 | 2011-06-08 | 基因里克斯(英国)有限公司 | 新方法 |
EP2110372A1 (de) | 2008-04-16 | 2009-10-21 | Chemo Ibérica, S.A. | Zwischenprodukte für die Herstellung von Pregabalin und deren Herstellungsverfahren |
CN101585778B (zh) * | 2008-05-19 | 2014-08-13 | 上海臣邦医药科技有限公司 | 一种普瑞巴林制备方法 |
CN102099482B (zh) * | 2008-05-21 | 2014-04-16 | 桑多斯股份公司 | 5-甲基-3-硝基甲基-己酸酯的立体选择性酶水解方法 |
CA2723871A1 (en) * | 2008-06-03 | 2009-12-10 | Generics [Uk] Limited | Process for the synthesis of .gamma. -amino acids |
KR20100107500A (ko) * | 2008-06-23 | 2010-10-05 | 테바 파마슈티컬 인더스트리즈 리미티드 | (s) 또는 (r)-이소-부틸-글루타릭 에스테르의 입체선택적 효소 합성방법 |
WO2010061403A2 (en) * | 2008-11-26 | 2010-06-03 | Ind-Swift Laboratories Limited | Process to prepare highly pure (s)-pregabalin |
WO2010070593A2 (en) | 2008-12-19 | 2010-06-24 | Pfizer Ireland Pharmaceuticals | Malonate esters |
IT1394292B1 (it) | 2009-05-07 | 2012-06-06 | Dipharma Francis Srl | Procedimento per la sintesi di pregabalina |
ES2362913B1 (es) | 2009-12-24 | 2012-05-24 | Moehs Iberica S.L. | Nuevo método para la preparación de (s)-pregabalina. |
HUP1000186A2 (en) * | 2010-04-08 | 2011-10-28 | Richter Gedeon Nyrt | Novel industrial process of preparing (s)-(+) pregabalin |
WO2011141923A2 (en) | 2010-05-14 | 2011-11-17 | Lupin Limited | Improved synthesis of optically pure (s) - 3-cyano-5-methyl-hexanoic acid alkyl ester, an intermediate of (s)- pregabalin |
US8212072B2 (en) | 2010-08-13 | 2012-07-03 | Divi's Laboratories, Ltd. | Process for the preparation of pregabalin |
WO2012025861A1 (en) | 2010-08-23 | 2012-03-01 | Pfizer Manufacturing Ireland | Process for the preparation of ( s ) - 3 - cyano - 5 - methylhexanoic acid derivatives adn of pregabalin |
JP5230847B2 (ja) | 2011-04-20 | 2013-07-10 | 財団法人乙卯研究所 | ケイ素含有カルボン酸誘導体 |
EP2527319A1 (de) | 2011-05-24 | 2012-11-28 | Laboratorios Del. Dr. Esteve, S.A. | Kristalline Formen von Pregabalin und Co-Formern zur Behandlung von Schmerzen |
JP5572783B1 (ja) | 2012-10-18 | 2014-08-13 | 有限会社ケムフィズ | ケイ素含有カルボン酸誘導体 |
US10023885B2 (en) | 2012-11-07 | 2018-07-17 | Hikal Limited | Process for the preparation of pregabalin |
CN103980144B (zh) * | 2014-05-16 | 2018-08-17 | 浙江华海药业股份有限公司 | 一种普瑞巴林中间体母液的套用方法 |
US9745249B2 (en) | 2014-06-12 | 2017-08-29 | Siegfried Ltd. | Method for the preparation of beta-substituted gamma-amino carboxylic acids |
CN104086439B (zh) * | 2014-06-30 | 2018-11-16 | 浙江华海药业股份有限公司 | 一种pregabalin中间体拆分剂(R)-(+)-α-苯乙胺的回收方法 |
WO2016075082A1 (en) | 2014-11-10 | 2016-05-19 | Sandoz Ag | Stereoselective reductive amination of alpha-chiral aldehydes using omega-transaminases for the synthesis of precursors of pregabalin and brivaracetam |
CN104649919B (zh) * | 2015-02-10 | 2021-02-12 | 浙江华海药业股份有限公司 | 一种小颗粒普瑞巴林的制备方法 |
CA2953225A1 (en) | 2015-05-26 | 2016-12-01 | Isa Odidi | Controlled extended release pregabalin |
CN105175276A (zh) * | 2015-07-25 | 2015-12-23 | 安徽东凯生物科技有限公司 | 一种光学纯(r)-3-氨甲酰甲基-5-甲基己酸的合成方法 |
CN105061234A (zh) * | 2015-08-18 | 2015-11-18 | 太仓运通生物化工有限公司 | 一种制备普瑞巴林的方法 |
CN105085290A (zh) * | 2015-08-18 | 2015-11-25 | 太仓运通生物化工有限公司 | 一种合成普瑞巴林的方法 |
CN105348125A (zh) * | 2015-11-26 | 2016-02-24 | 太仓运通生物化工有限公司 | 一种以异戊醛为原料合成普瑞巴林的方法 |
CN111333529A (zh) * | 2018-12-19 | 2020-06-26 | 北京万全德众医药生物技术有限公司 | 普瑞巴林的一种制备方法 |
CN109942446B (zh) * | 2019-04-17 | 2021-09-07 | 黄冈鲁班药业股份有限公司 | 一种普瑞巴林的制备方法 |
EP4230199A1 (de) | 2020-12-04 | 2023-08-23 | Laboratorios Silanes, S.A. de C.V. | Stabile beschichtete feste pharmazeutische zusammensetzung eines opioid-analgetikums und eines antiepileptikums gegen schmerzen |
CN112939809A (zh) * | 2020-12-30 | 2021-06-11 | 江苏恒沛药物科技有限公司 | 一种1-氰基-3-甲基丁基丙二酸二乙酯的制备方法 |
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US2516307A (en) * | 1949-01-06 | 1950-07-25 | Gen Mills Inc | Vinyl resins plasticized with cyano esters |
US3133954A (en) * | 1959-08-18 | 1964-05-19 | Rohm & Haas | Process for preparing chlorinated cyanoesters |
US3110723A (en) * | 1959-08-18 | 1963-11-12 | Rohm & Haas | Process for preparing monochlorinated cyanoesters |
US3444161A (en) * | 1965-09-02 | 1969-05-13 | Shionogi Seiyaku Kk | Alkyl cyano aluminum compounds and process for introducing a cyano group into an alpha,beta unsaturated carbonyl compound |
DE1793347A1 (de) * | 1968-09-04 | 1972-02-03 | Dynamit Nobel Ag | Verfahren zur Herstellung von substituierten Cyanbuttersaeuren |
JPS54100316A (en) * | 1978-01-25 | 1979-08-08 | Meiji Seika Kaisha Ltd | Preparation of derivative of aminobutyric acid |
US4428887A (en) * | 1982-07-14 | 1984-01-31 | Monsanto Company | Method of producing mono-substituted terminal diesters |
DE3227388A1 (de) * | 1982-07-22 | 1984-01-26 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von (alpha)-substituierten ss-dicarbonyl-, ss-cyancarbonyl- und ss-dicyanverbindungen |
US4760089A (en) * | 1985-09-09 | 1988-07-26 | Smithkline Beckman Corporation | Irreversible dopamine-β-hydroxylase inhibitors |
US5132451A (en) * | 1989-08-25 | 1992-07-21 | Warner-Lambert Company | Process for cyclic amino acid anticonvulsant compounds |
US5077425A (en) * | 1990-04-02 | 1991-12-31 | E. I. Du Pont De Nemours And Company | Nitrile-accelerated hydrocarboxylation |
US6197819B1 (en) * | 1990-11-27 | 2001-03-06 | Northwestern University | Gamma amino butyric acid analogs and optical isomers |
US5366987A (en) * | 1991-08-22 | 1994-11-22 | Warner-Lambert Company | Isoxazolyl-substituted alkyl amide ACAT inhibitors |
DK0641330T3 (da) * | 1992-05-20 | 2001-12-03 | Univ Northwestern | Gaba- og L-glutaminsyreanaloger til antikrampeanfaldsbehandling |
-
1995
- 1995-06-07 US US08/474,874 patent/US5637767A/en not_active Expired - Lifetime
-
1996
- 1996-05-13 WO PCT/US1996/006819 patent/WO1996040617A1/en active IP Right Grant
- 1996-05-13 PL PL96350438A patent/PL185557B1/pl unknown
- 1996-05-13 CZ CZ20010732A patent/CZ296895B6/cs not_active IP Right Cessation
- 1996-05-13 NZ NZ308319A patent/NZ308319A/en not_active IP Right Cessation
- 1996-05-13 DK DK96914618T patent/DK0830338T3/da active
- 1996-05-13 JP JP50055997A patent/JP3874306B2/ja not_active Expired - Lifetime
- 1996-05-13 AT AT96914618T patent/ATE210628T1/de active
- 1996-05-13 PL PL96323795A patent/PL185425B1/pl unknown
- 1996-05-13 EE EE9700320A patent/EE04053B1/xx unknown
- 1996-05-13 GE GEAP19964087A patent/GEP19991870B/en unknown
- 1996-05-13 SK SK1645-97A patent/SK282865B6/sk not_active IP Right Cessation
- 1996-05-13 CA CA002219150A patent/CA2219150C/en not_active Expired - Lifetime
- 1996-05-13 SK SK606-2002A patent/SK283507B6/sk not_active IP Right Cessation
- 1996-05-13 CZ CZ19973846A patent/CZ291147B6/cs not_active IP Right Cessation
- 1996-05-13 ES ES96914618T patent/ES2170231T3/es not_active Expired - Lifetime
- 1996-05-13 NZ NZ501628A patent/NZ501628A/en not_active IP Right Cessation
- 1996-05-13 PT PT96914618T patent/PT830338E/pt unknown
- 1996-05-13 DE DE69617948T patent/DE69617948T2/de not_active Expired - Lifetime
- 1996-05-13 SI SI9630390T patent/SI0830338T1/xx unknown
- 1996-05-13 PL PL96350439A patent/PL185560B1/pl unknown
- 1996-05-13 EP EP96914618A patent/EP0830338B1/de not_active Expired - Lifetime
- 1996-05-13 HU HU0500934A patent/HU229957B1/hu unknown
- 1996-05-13 HU HU9802504A patent/HU228194B1/hu unknown
-
1997
- 1997-02-06 US US08/796,159 patent/US5840956A/en not_active Expired - Lifetime
-
1998
- 1998-08-26 US US09/140,163 patent/US6046353A/en not_active Expired - Lifetime
-
1999
- 1999-10-05 US US09/412,258 patent/US20010016665A1/en not_active Abandoned
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