HRP20100054T1 - Dobivanje pregabalina i njemu sličnih spojeva - Google Patents
Dobivanje pregabalina i njemu sličnih spojeva Download PDFInfo
- Publication number
- HRP20100054T1 HRP20100054T1 HR20100054T HRP20100054T HRP20100054T1 HR P20100054 T1 HRP20100054 T1 HR P20100054T1 HR 20100054 T HR20100054 T HR 20100054T HR P20100054 T HRP20100054 T HR P20100054T HR P20100054 T1 HRP20100054 T1 HR P20100054T1
- Authority
- HR
- Croatia
- Prior art keywords
- formula
- compound
- salt
- alkyl
- cycloalkyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 48
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 title 1
- 229960001233 pregabalin Drugs 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract 39
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims abstract 28
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 17
- 238000000034 method Methods 0.000 claims abstract 13
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims abstract 10
- 239000012453 solvate Substances 0.000 claims abstract 9
- 239000002253 acid Substances 0.000 claims abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000001424 substituent group Chemical group 0.000 claims 10
- 102000004190 Enzymes Human genes 0.000 claims 4
- 108090000790 Enzymes Proteins 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 230000000911 decarboxylating effect Effects 0.000 claims 2
- JHRWFZAGFWIERB-RKDXNWHRSA-N (2r,3s)-3-cyano-2-ethoxycarbonyl-5-methylhexanoic acid Chemical compound CCOC(=O)[C@@H](C(O)=O)[C@@H](C#N)CC(C)C JHRWFZAGFWIERB-RKDXNWHRSA-N 0.000 claims 1
- JHRWFZAGFWIERB-BDAKNGLRSA-N (2s,3s)-3-cyano-2-ethoxycarbonyl-5-methylhexanoic acid Chemical compound CCOC(=O)[C@H](C(O)=O)[C@@H](C#N)CC(C)C JHRWFZAGFWIERB-BDAKNGLRSA-N 0.000 claims 1
- JHRWFZAGFWIERB-VEDVMXKPSA-N (3s)-3-cyano-2-ethoxycarbonyl-5-methylhexanoic acid Chemical compound CCOC(=O)C(C(O)=O)[C@@H](C#N)CC(C)C JHRWFZAGFWIERB-VEDVMXKPSA-N 0.000 claims 1
- VOPQXWXHHIIKRZ-MLWJPKLSSA-N (3s)-4-(2-methylpropyl)-2-oxopyrrolidine-3-carboxylic acid Chemical class CC(C)CC1CNC(=O)[C@H]1C(O)=O VOPQXWXHHIIKRZ-MLWJPKLSSA-N 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- CMROGFZABRZODL-ZCFIWIBFSA-N 2-[(1s)-1-cyano-3-methylbutyl]propanedioic acid Chemical compound CC(C)C[C@H](C#N)C(C(O)=O)C(O)=O CMROGFZABRZODL-ZCFIWIBFSA-N 0.000 claims 1
- VPHWGVGMWFDYEM-ZCFIWIBFSA-N 2-[(2s)-1-amino-4-methylpentan-2-yl]propanedioic acid Chemical compound CC(C)C[C@H](CN)C(C(O)=O)C(O)=O VPHWGVGMWFDYEM-ZCFIWIBFSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000006114 decarboxylation reaction Methods 0.000 claims 1
- PZGIWBPMOSUKEV-JTQLQIEISA-N diethyl 2-[(1r)-1-cyano-3-methylbutyl]propanedioate Chemical compound CCOC(=O)C([C@@H](CC(C)C)C#N)C(=O)OCC PZGIWBPMOSUKEV-JTQLQIEISA-N 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
Classifications
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- 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
- C07C227/12—Formation of amino and carboxyl groups
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
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- 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
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
-
- 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
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
- C07C227/20—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters by hydrolysis of N-acylated amino-acids or derivatives thereof, e.g. hydrolysis of carbamates
-
- 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
- C07C227/22—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement
-
- 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
- C07C229/24—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 more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/001—Amines; Imines
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/002—Nitriles (-CN)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biomedical Technology (AREA)
- Veterinary Medicine (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pain & Pain Management (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Steroid Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58167104P | 2004-06-21 | 2004-06-21 | |
| US62903404P | 2004-11-18 | 2004-11-18 | |
| PCT/IB2005/001924 WO2006000904A2 (en) | 2004-06-21 | 2005-06-09 | Preparation of pregabalin and related compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20100054T1 true HRP20100054T1 (hr) | 2010-05-31 |
Family
ID=35295367
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20100054T HRP20100054T1 (hr) | 2004-06-21 | 2010-01-29 | Dobivanje pregabalina i njemu sličnih spojeva |
Country Status (33)
| Country | Link |
|---|---|
| US (4) | US20050283023A1 (de) |
| EP (1) | EP1831154B1 (de) |
| JP (5) | JP4174551B2 (de) |
| KR (3) | KR100847929B1 (de) |
| CN (2) | CN1972904B (de) |
| AP (1) | AP2466A (de) |
| AR (1) | AR049446A1 (de) |
| AT (1) | ATE455093T1 (de) |
| AU (1) | AU2005256945B2 (de) |
| BR (1) | BRPI0512347B8 (de) |
| CA (1) | CA2571040C (de) |
| CR (2) | CR8765A (de) |
| CY (1) | CY1110337T1 (de) |
| DE (1) | DE602005018965D1 (de) |
| DK (1) | DK1831154T3 (de) |
| EA (3) | EA200800909A1 (de) |
| ES (1) | ES2336014T3 (de) |
| GE (1) | GEP20104895B (de) |
| HK (2) | HK1104024A1 (de) |
| HR (1) | HRP20100054T1 (de) |
| IL (1) | IL179614A0 (de) |
| MA (1) | MA28674B1 (de) |
| ME (1) | ME01067B (de) |
| MX (1) | MXPA06014228A (de) |
| NO (1) | NO338097B1 (de) |
| NZ (1) | NZ552220A (de) |
| PL (1) | PL1831154T3 (de) |
| PT (1) | PT1831154E (de) |
| RS (1) | RS51210B (de) |
| SI (1) | SI1831154T1 (de) |
| TW (6) | TWI396743B (de) |
| UA (1) | UA83575C2 (de) |
| WO (1) | WO2006000904A2 (de) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100491282B1 (ko) | 1996-07-24 | 2005-05-24 | 워너-램버트 캄파니 엘엘씨 | 통증 치료용 이소부틸가바 및 그의 유도체 |
| US7417165B2 (en) | 2005-04-06 | 2008-08-26 | Teva Pharmaceutical Industries Ltd. | Crystalline forms of pregabalin |
| US7488846B2 (en) | 2005-04-11 | 2009-02-10 | Teva Pharmaceuical Industries Ltd. | Pregabalin free of lactam and a process for preparation thereof |
| EP1768950A2 (de) * | 2005-04-11 | 2007-04-04 | Teva Pharmaceutical Industries Ltd. | Herstellungsverfahren für (s)-pregabalin |
| ATE486841T1 (de) | 2005-05-10 | 2010-11-15 | Teva Pharma | Verfahren zur herstellung von pregabalin und salzen daraus |
| WO2006122255A1 (en) | 2005-05-10 | 2006-11-16 | Teva Pharmaceutical Industries Ltd. | Pregabalin free of isobutylglutaric acid and a process for preparation thereof |
| MX2007014129A (es) * | 2005-05-10 | 2008-01-11 | Teva Pharma | Resolucion optica del acido 3-carbamoilmetil-5-metil hexanoico. |
| CZ297970B6 (cs) * | 2005-08-10 | 2007-05-09 | Zentiva, A. S | Zpusob výroby (S)-3-(aminomethyl)-5-methyl-hexanové kyseliny (pregabalinu) |
| ES2398579T3 (es) | 2005-09-19 | 2013-03-20 | Teva Pharmaceutical Industries Ltd | Una síntesis asimétrica de ácido (S)-(+)-3-(aminometil)-5-metilhexanoico |
| KR20080027880A (ko) | 2006-05-24 | 2008-03-28 | 테바 파마슈티컬 인더스트리즈 리미티드 | Ｒ-(+)-3-(카바모일메틸)-5-메틸헥산산 및 이의 염의 제조방법 |
| KR20080036060A (ko) * | 2006-05-31 | 2008-04-24 | 테바 파마슈티컬 인더스트리즈 리미티드 | 프레가발린의 중간체의 제조에 효소 분할을 이용하는 방법 |
| EP1912931A2 (de) * | 2006-05-31 | 2008-04-23 | Teva Pharmaceutical Industries Ltd. | (s)-prägabalin-nitril-präparat |
| EP2021318A2 (de) | 2007-03-22 | 2009-02-11 | Teva Pharmaceutical Industries Ltd. | Synthese von (s) - (+)-3-(aminomethyl) -5-methylhexansäure |
| JP5157576B2 (ja) | 2007-05-14 | 2013-03-06 | 住友化学株式会社 | 光学活性２−アルキル−１，１，３−トリアルコキシカルボニルプロパンの製造方法 |
| EP1992609A1 (de) * | 2007-05-14 | 2008-11-19 | Dipharma Francis S.r.l. | Verfahren für die Herstellung einer (S)(+)-3-(Aminomethyl)-5-Methylhexan-Säure |
| KR100846419B1 (ko) * | 2007-08-10 | 2008-07-15 | 한국과학기술원 | 프레가발린의 신규한 제조 방법 |
| US20090062393A1 (en) * | 2007-08-29 | 2009-03-05 | Protia, Llc | Deuterium-enriched pregabalin |
| KR20090101462A (ko) * | 2007-10-03 | 2009-09-28 | 테바 파마슈티컬 인더스트리즈 리미티드 | 프레가발린-4-엘리미네이트, 프레가발린 5-엘리미네이트, 기준 마커 및 표준물로서의 이들의 용도, 및 이들을 낮은 수준으로 함유하는 프레가발린의 제조 방법 |
| 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 |
| CN101965328A (zh) * | 2007-12-26 | 2011-02-02 | 基因里克斯(英国)有限公司 | 普瑞巴林的制备方法 |
| SG176464A1 (en) * | 2008-05-09 | 2011-12-29 | Agency Science Tech & Res | Diagnosis and treatment of kawasaki disease |
| MX2010012698A (es) * | 2008-05-21 | 2011-03-15 | Sandoz Ag | Proceso para la hidrolisis enzimatica estereoselectiva del ester del acido 5-metil-3-nitro-metil-hexanoico. |
| US20090312560A1 (en) * | 2008-06-10 | 2009-12-17 | Lambertus Thijs | Processes for making pregabalin and intermediates therefor |
| US20100087525A1 (en) * | 2008-06-23 | 2010-04-08 | Lilach Hedvati | Stereoselective enzymatic synthesis of (s) or (r)-iso-butyl-glutaric ester |
| 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 |
| 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 |
| 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 |
| WO2012059797A1 (en) * | 2010-11-04 | 2012-05-10 | Lupin Limited | Process for synthesis of (s) - pregabalin |
| KR101306585B1 (ko) * | 2011-04-14 | 2013-09-10 | 한국외국어대학교 연구산학협력단 | 프레가발린의 제조방법 |
| CN102952057B (zh) * | 2012-11-07 | 2015-09-09 | 浙江普洛家园药业有限公司 | 一种4-异丁基吡咯烷-2-酮的制备方法 |
| JP6225490B2 (ja) * | 2013-05-31 | 2017-11-08 | 大日本印刷株式会社 | 医薬品包装体 |
| US10076550B2 (en) * | 2014-06-25 | 2018-09-18 | Council Of Scientific & Industrial Research | Synergistic pharmaceutical composition for gastroinestinal disorders |
| 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 |
| CN104557576B (zh) * | 2014-12-19 | 2019-07-19 | 浙江华海药业股份有限公司 | 一种高纯度普瑞巴林的制备方法 |
| 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 |
| CN107445864B (zh) * | 2017-08-09 | 2020-01-17 | 无锡殷达尼龙有限公司 | 一种纯化长碳链氰基酸产物的方法 |
| CN108358799B (zh) * | 2018-04-24 | 2020-11-10 | 贵州师范大学 | 一种普瑞巴林的制备方法 |
| CN109503403B (zh) * | 2018-12-21 | 2021-11-16 | 卓和药业集团股份有限公司 | 一种普瑞巴林的拆分方法 |
| CN113248416B (zh) * | 2020-02-10 | 2024-03-26 | 江西博腾药业有限公司 | 1-((苄氧基)羰基)-4-乙基吡咯烷-3-羧酸的制备方法及其应用 |
| JP7436689B2 (ja) * | 2020-02-14 | 2024-02-22 | カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ | γ－アミノ酪酸及びその類似体の製造方法 |
| CN111205288B (zh) | 2020-02-19 | 2021-03-30 | 四川大学 | 一种(1S,12bS)内酰胺酯化合物的合成方法 |
| CN113651717B (zh) * | 2021-08-05 | 2024-08-30 | 浙江工业大学 | 一种光学纯异丁基丁二腈的消旋方法 |
| CN113880724A (zh) * | 2021-12-06 | 2022-01-04 | 南京桦冠生物技术有限公司 | 一种3-(2-氨基苯基)-2-丙烯酸酯的制备方法 |
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