DK1140826T3 - Fremgangsmåde til fremstilling af (2S,4R,9S)-octahydro-1H-indol-2-carbonsyre og mellemprodukter dertil - Google Patents
Fremgangsmåde til fremstilling af (2S,4R,9S)-octahydro-1H-indol-2-carbonsyre og mellemprodukter dertilInfo
- Publication number
- DK1140826T3 DK1140826T3 DK99966978T DK99966978T DK1140826T3 DK 1140826 T3 DK1140826 T3 DK 1140826T3 DK 99966978 T DK99966978 T DK 99966978T DK 99966978 T DK99966978 T DK 99966978T DK 1140826 T3 DK1140826 T3 DK 1140826T3
- Authority
- DK
- Denmark
- Prior art keywords
- octahydro
- indole
- carboxylic acid
- dialkoxyethyl
- subjecting
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 238000005698 Diels-Alder reaction Methods 0.000 abstract 1
- 238000006842 Henry reaction Methods 0.000 abstract 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19900205A DE19900205A1 (de) | 1999-01-07 | 1999-01-07 | Verfahren zur Herstellung von (2S,4R,9S)-Octahydro-1H-indol-2-carbonsäure und Zwischenprodukte dafür |
| PCT/EP1999/010159 WO2000040555A1 (de) | 1999-01-07 | 1999-12-21 | Verfahren zur herstellung von (2s,4r,9s)-octahydro-1h-indol-2-carbonsäure und zwischenprodukte dafür |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1140826T3 true DK1140826T3 (da) | 2004-09-06 |
Family
ID=7893634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK99966978T DK1140826T3 (da) | 1999-01-07 | 1999-12-21 | Fremgangsmåde til fremstilling af (2S,4R,9S)-octahydro-1H-indol-2-carbonsyre og mellemprodukter dertil |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6559318B1 (da) |
| EP (1) | EP1140826B1 (da) |
| JP (1) | JP4800482B2 (da) |
| CN (1) | CN1334803A (da) |
| AT (1) | ATE266003T1 (da) |
| DE (2) | DE19900205A1 (da) |
| DK (1) | DK1140826T3 (da) |
| ES (1) | ES2221474T3 (da) |
| PT (1) | PT1140826E (da) |
| WO (1) | WO2000040555A1 (da) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2477391A1 (en) * | 2002-03-01 | 2003-09-12 | Denis Schrier | Method of treating osteoarthritis |
| EP1687271A1 (en) * | 2003-11-25 | 2006-08-09 | Texcontor Etablissement | A method for the preparation of (2s, 3ar, 7as)-octahydro-1h-indole-2-carboxylic acid as key intermediate in the preparation of trandolapril by reacting a cyclohexyl aziridine with a dialkyl malonate |
| WO2007003947A2 (en) | 2005-07-05 | 2007-01-11 | Cipla Limited | Process for the synthesis of the ace inhibitor trandolapril |
| KR101329457B1 (ko) | 2006-12-19 | 2013-11-15 | 에스케이바이오팜 주식회사 | 옥타하이드로인돌-2-카르복시산의 제조방법 |
| CA2768239A1 (en) * | 2009-07-16 | 2011-01-20 | Abbott Laboratories | Processes for the synthesis of (2s, 3ar, 7as)-octahydro-1h-indole carboxylic acid as an intermediate for trandolapril |
| CN110452950A (zh) * | 2019-07-15 | 2019-11-15 | 江苏永达药业有限公司 | 一种群多普利中间体的消旋体的拆分方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ202903A (en) | 1981-12-29 | 1988-01-08 | Hoechst Ag | 1-- pe pyrrol-2-yl-carboxylic acid derivatives and pharmaceutical compositions |
| DE3322530A1 (de) | 1983-06-23 | 1985-01-10 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von mono-, bi- und tricyclischen aminosaeuren |
| FR2605630B1 (fr) * | 1986-10-22 | 1989-06-30 | Roussel Uclaf | Procede de preparation de derives de l'octahydroindole et intermediaires de preparation |
-
1999
- 1999-01-07 DE DE19900205A patent/DE19900205A1/de not_active Withdrawn
- 1999-12-21 DK DK99966978T patent/DK1140826T3/da active
- 1999-12-21 PT PT99966978T patent/PT1140826E/pt unknown
- 1999-12-21 AT AT99966978T patent/ATE266003T1/de active
- 1999-12-21 WO PCT/EP1999/010159 patent/WO2000040555A1/de not_active Ceased
- 1999-12-21 CN CN99816050A patent/CN1334803A/zh active Pending
- 1999-12-21 EP EP99966978A patent/EP1140826B1/de not_active Expired - Lifetime
- 1999-12-21 US US09/869,651 patent/US6559318B1/en not_active Expired - Lifetime
- 1999-12-21 DE DE59909425T patent/DE59909425D1/de not_active Expired - Lifetime
- 1999-12-21 JP JP2000592264A patent/JP4800482B2/ja not_active Expired - Fee Related
- 1999-12-21 ES ES99966978T patent/ES2221474T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP4800482B2 (ja) | 2011-10-26 |
| JP2002534412A (ja) | 2002-10-15 |
| WO2000040555A1 (de) | 2000-07-13 |
| DE19900205A1 (de) | 2000-07-13 |
| US6559318B1 (en) | 2003-05-06 |
| EP1140826B1 (de) | 2004-05-06 |
| CN1334803A (zh) | 2002-02-06 |
| PT1140826E (pt) | 2004-09-30 |
| ATE266003T1 (de) | 2004-05-15 |
| EP1140826A1 (de) | 2001-10-10 |
| ES2221474T3 (es) | 2004-12-16 |
| DE59909425D1 (de) | 2004-06-09 |
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