DK1348684T3 - Fremgangsmåde til syntese af (2S)-indolin-2-carboxylsyre og anvendelse heraf til syntese af perindopril - Google Patents
Fremgangsmåde til syntese af (2S)-indolin-2-carboxylsyre og anvendelse heraf til syntese af perindoprilInfo
- Publication number
- DK1348684T3 DK1348684T3 DK03290879T DK03290879T DK1348684T3 DK 1348684 T3 DK1348684 T3 DK 1348684T3 DK 03290879 T DK03290879 T DK 03290879T DK 03290879 T DK03290879 T DK 03290879T DK 1348684 T3 DK1348684 T3 DK 1348684T3
- Authority
- DK
- Denmark
- Prior art keywords
- synthesis
- perindopril
- indoline
- carboxylic acid
- carboxylic
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 2
- 238000003786 synthesis reaction Methods 0.000 title 2
- QNRXNRGSOJZINA-QMMMGPOBSA-N (2s)-2,3-dihydro-1h-indole-2-carboxylic acid Chemical compound C1=CC=C2N[C@H](C(=O)O)CC2=C1 QNRXNRGSOJZINA-QMMMGPOBSA-N 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- IPVQLZZIHOAWMC-QXKUPLGCSA-N perindopril Chemical compound C1CCC[C@H]2C[C@@H](C(O)=O)N(C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC)[C@H]21 IPVQLZZIHOAWMC-QXKUPLGCSA-N 0.000 title 1
- 229960002582 perindopril Drugs 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B55/00—Racemisation; Complete or partial inversion
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03290879A EP1348684B1 (fr) | 2003-04-09 | 2003-04-09 | Nouveau procédé de synthèse de l'acide (2S)-indoline-2-carboxilique, et application à la synthèse du perindopril |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1348684T3 true DK1348684T3 (da) | 2006-07-03 |
Family
ID=27798985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK03290879T DK1348684T3 (da) | 2003-04-09 | 2003-04-09 | Fremgangsmåde til syntese af (2S)-indolin-2-carboxylsyre og anvendelse heraf til syntese af perindopril |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US7196204B2 (da) |
| EP (1) | EP1348684B1 (da) |
| JP (1) | JP5111849B2 (da) |
| KR (1) | KR100722079B1 (da) |
| CN (1) | CN100337996C (da) |
| AR (1) | AR043993A1 (da) |
| AT (1) | ATE319668T1 (da) |
| AU (1) | AU2004230294B2 (da) |
| BR (1) | BRPI0409095B1 (da) |
| CA (1) | CA2521877C (da) |
| DE (1) | DE60303904T2 (da) |
| DK (1) | DK1348684T3 (da) |
| EA (1) | EA008929B1 (da) |
| EG (1) | EG24152A (da) |
| ES (1) | ES2260585T3 (da) |
| GE (1) | GEP20074257B (da) |
| MA (1) | MA27633A1 (da) |
| MX (1) | MXPA05010398A (da) |
| MY (1) | MY138698A (da) |
| NO (1) | NO334199B1 (da) |
| NZ (1) | NZ542396A (da) |
| PL (1) | PL212544B1 (da) |
| PT (1) | PT1348684E (da) |
| SI (1) | SI1348684T1 (da) |
| UA (1) | UA80040C2 (da) |
| WO (1) | WO2004092095A1 (da) |
| ZA (1) | ZA200507567B (da) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2742970B2 (ja) | 1992-04-23 | 1998-04-22 | 建設省土木研究所長 | 道路橋用ノックオフ装置の構造 |
| JP2742971B2 (ja) | 1992-04-23 | 1998-04-22 | 建設省土木研究所長 | 道路橋用ノックオフ装置の構造 |
| DE60303904T2 (de) * | 2003-04-09 | 2006-12-28 | Les Laboratoires Servier | Verfahren zur Synthese von (2S)-Indolin-2-carbonsäure, und Verwendung in der Synthese von Perindopril |
| CA2575912C (en) * | 2004-11-22 | 2011-10-11 | Apotex Pharmachem Inc. | Process for the preparation of optically pure indoline-2-carboxylic acid |
| CN100391945C (zh) * | 2005-05-31 | 2008-06-04 | 浙江大学 | 一种s-(-)-吲哚啉-2-羧酸的合成方法 |
| EP1792896A1 (en) | 2005-12-01 | 2007-06-06 | KRKA, tovarna zdravil, d.d., Novo mesto | Process for the preparation of perindopril and salts thereof |
| JP5176452B2 (ja) * | 2007-09-27 | 2013-04-03 | 住友化学株式会社 | 光学活性なテトラヒドロピラニルグリシン化合物の製造方法 |
| CN101774960B (zh) * | 2009-12-31 | 2011-08-03 | 安徽美诺华药物化学有限公司 | 一种(2s)-二氢吲哚-2-甲酸的制备方法 |
| CN101823993A (zh) * | 2010-03-31 | 2010-09-08 | 安徽世华化工有限公司 | L-八氢吲哚啉-2-甲酸的制备方法 |
| CN104672124B (zh) * | 2014-12-31 | 2017-08-22 | 浙江昌明药业有限公司 | 对映体富集的二氢吲哚‑2‑甲酸的合成方法 |
| CN112321538A (zh) * | 2020-10-28 | 2021-02-05 | 都创(上海)医药开发有限公司 | 一种合成单胺保护的哌嗪-（r/s）2-甲酸酯的方法 |
| CN112375028A (zh) * | 2020-12-14 | 2021-02-19 | 安徽美诺华药物化学有限公司 | 合成（2s）-二氢吲哚-甲酸的方法 |
| CN116655519A (zh) * | 2023-06-13 | 2023-08-29 | 上海吉奉生物科技有限公司 | 一种s-(-)-吲哚啉-2-羧酸的不对称手性转化方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS535134A (en) * | 1976-06-30 | 1978-01-18 | Sumitomo Chem Co Ltd | Racemization of optical active 2-(4)chlorophenyl)-3-methylbutylic acid |
| JPS58216147A (ja) * | 1982-06-11 | 1983-12-15 | Banyu Pharmaceut Co Ltd | 光学活性なｎ−アセチル−３−ヒドロキシ−４−（ヒドロキシメチル）フエニルグリシンのラセミ化方法 |
| EP0163094B1 (en) * | 1984-05-30 | 1989-08-02 | E.I. Du Pont De Nemours And Company | Preparation of optically-active alpha-substituted phenylacetic acids |
| DE3727411A1 (de) * | 1986-08-19 | 1988-03-24 | Ciba Geigy Ag | Verfahren zur herstellung von 2-indolincarbonsaeure |
| JPH0780823B2 (ja) * | 1986-08-26 | 1995-08-30 | 東ソー株式会社 | 光学活性フェニルアラニンのラセミ化方法 |
| FR2620709B1 (fr) * | 1987-09-17 | 1990-09-07 | Adir | Procede de synthese industrielle du perindopril et de ses principaux intermediaires de synthese |
| JP2513001B2 (ja) * | 1988-11-01 | 1996-07-03 | 山川薬品工業株式会社 | 光学活性テトラヒドロフラン−２−カルボン酸のラセミ化方法 |
| JP3010694B2 (ja) * | 1990-07-09 | 2000-02-21 | 日産化学工業株式会社 | ２―（３―ベンゾイル）フェニルプロピオン酸のラセミ化法 |
| NL9001703A (nl) * | 1990-07-27 | 1992-02-17 | Westspur Investment Ltd | Werkwijze voor de bereiding van s(+)-6-methoxy-alfa-methyl-2-naftaleen-azijnzuur. |
| US5220053A (en) * | 1992-01-24 | 1993-06-15 | Ethyl Corporation | Preparation of optically active aliphatic carboxylic acids |
| ES2061403B1 (es) * | 1993-04-16 | 1995-06-16 | Medichem Sa | Procedimiento de obtencion del acido d-(-) -3 acetiltio-2- metilpropionico. |
| JPH08151344A (ja) * | 1994-09-26 | 1996-06-11 | Nagase & Co Ltd | ２−（３−ベンゾイルフェニル）プロピオン酸の光学分割方法 |
| US5677469A (en) * | 1995-05-18 | 1997-10-14 | Sepracor, Inc. | Process for resolving chiral acids with 1-aminoindan-2-ols |
| DE60303904T2 (de) * | 2003-04-09 | 2006-12-28 | Les Laboratoires Servier | Verfahren zur Synthese von (2S)-Indolin-2-carbonsäure, und Verwendung in der Synthese von Perindopril |
-
2003
- 2003-04-09 DE DE60303904T patent/DE60303904T2/de not_active Expired - Lifetime
- 2003-04-09 EP EP03290879A patent/EP1348684B1/fr not_active Expired - Lifetime
- 2003-04-09 SI SI200330204T patent/SI1348684T1/sl unknown
- 2003-04-09 ES ES03290879T patent/ES2260585T3/es not_active Expired - Lifetime
- 2003-04-09 AT AT03290879T patent/ATE319668T1/de active
- 2003-04-09 PT PT03290879T patent/PT1348684E/pt unknown
- 2003-04-09 DK DK03290879T patent/DK1348684T3/da active
-
2004
- 2004-04-07 AR ARP040101173A patent/AR043993A1/es not_active Application Discontinuation
- 2004-04-07 AU AU2004230294A patent/AU2004230294B2/en not_active Ceased
- 2004-04-07 CA CA2521877A patent/CA2521877C/fr not_active Expired - Fee Related
- 2004-04-07 JP JP2006500165A patent/JP5111849B2/ja not_active Expired - Fee Related
- 2004-04-07 US US10/552,676 patent/US7196204B2/en not_active Expired - Fee Related
- 2004-04-07 ZA ZA200507567A patent/ZA200507567B/xx unknown
- 2004-04-07 GE GEAP20049046A patent/GEP20074257B/en unknown
- 2004-04-07 BR BRPI0409095A patent/BRPI0409095B1/pt not_active IP Right Cessation
- 2004-04-07 KR KR1020057019123A patent/KR100722079B1/ko not_active Expired - Fee Related
- 2004-04-07 PL PL377832A patent/PL212544B1/pl unknown
- 2004-04-07 NZ NZ542396A patent/NZ542396A/en not_active IP Right Cessation
- 2004-04-07 CN CNB200480009239XA patent/CN100337996C/zh not_active Expired - Fee Related
- 2004-04-07 EA EA200501557A patent/EA008929B1/ru not_active IP Right Cessation
- 2004-04-07 WO PCT/FR2004/000857 patent/WO2004092095A1/fr not_active Ceased
- 2004-04-07 MX MXPA05010398A patent/MXPA05010398A/es active IP Right Grant
- 2004-04-08 MY MYPI20041284A patent/MY138698A/en unknown
- 2004-07-04 UA UAA200510564A patent/UA80040C2/uk unknown
-
2005
- 2005-09-19 MA MA28504A patent/MA27633A1/fr unknown
- 2005-10-09 EG EGNA2005000629 patent/EG24152A/xx active
- 2005-11-09 NO NO20055257A patent/NO334199B1/no not_active IP Right Cessation
-
2007
- 2007-01-05 US US11/649,980 patent/US7323575B2/en not_active Expired - Fee Related
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