DK1323729T3 - Fremgangsmåde til syntese af (2S, 3aS, 7aS)-perhydroindol-2-carboxylsyre og estere heraf, samt anvendelse heraf ved syntese af perindopril - Google Patents
Fremgangsmåde til syntese af (2S, 3aS, 7aS)-perhydroindol-2-carboxylsyre og estere heraf, samt anvendelse heraf ved syntese af perindoprilInfo
- Publication number
- DK1323729T3 DK1323729T3 DK03290607T DK03290607T DK1323729T3 DK 1323729 T3 DK1323729 T3 DK 1323729T3 DK 03290607 T DK03290607 T DK 03290607T DK 03290607 T DK03290607 T DK 03290607T DK 1323729 T3 DK1323729 T3 DK 1323729T3
- Authority
- DK
- Denmark
- Prior art keywords
- synthesis
- perhydroindole
- perindopril
- esters
- carboxylic acid
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 2
- 238000003786 synthesis reaction Methods 0.000 title 2
- CQYBNXGHMBNGCG-FXQIFTODSA-N (2s,3as,7as)-2,3,3a,4,5,6,7,7a-octahydro-1h-indol-1-ium-2-carboxylate Chemical compound C1CCC[C@@H]2[NH2+][C@H](C(=O)[O-])C[C@@H]21 CQYBNXGHMBNGCG-FXQIFTODSA-N 0.000 title 1
- 150000002148 esters Chemical class 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
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D225/00—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
- C07D225/02—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom not condensed with other rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Indole Compounds (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03290607A EP1323729B1 (fr) | 2003-03-12 | 2003-03-12 | Nouveau procédé de synthèse de l'acide (2S, 3aS, 7aS)-perhydroindole-2-carboxylique et de ses esters, et application à la synthèse du perindopril |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1323729T3 true DK1323729T3 (da) | 2005-02-14 |
Family
ID=8185879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK03290607T DK1323729T3 (da) | 2003-03-12 | 2003-03-12 | Fremgangsmåde til syntese af (2S, 3aS, 7aS)-perhydroindol-2-carboxylsyre og estere heraf, samt anvendelse heraf ved syntese af perindopril |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1323729B1 (da) |
| AR (1) | AR043569A1 (da) |
| AT (1) | ATE281465T1 (da) |
| DE (1) | DE60300116T2 (da) |
| DK (1) | DK1323729T3 (da) |
| ES (1) | ES2231760T3 (da) |
| MY (1) | MY135652A (da) |
| PT (1) | PT1323729E (da) |
| WO (1) | WO2004083237A1 (da) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004099138A2 (en) * | 2003-05-12 | 2004-11-18 | Cipla Limited | Process for the preparation of perindopril |
| EP1536017B1 (en) | 2003-10-30 | 2007-04-18 | Sumitomo Chemical Company, Limited | Process for producing optically active octahydro-1H-indole-2-carboxylic acid |
| SI21800A (sl) | 2004-05-14 | 2005-12-31 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Nov postopek sinteze perindoprila |
| AU2005327440A1 (en) * | 2005-02-14 | 2006-08-17 | Lupin Limited | Improved process for preparation of highly pure trandolapril |
| 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 |
| US8558023B2 (en) | 2010-04-20 | 2013-10-15 | Chiral Quest, Inc. | Enantioselective process for cycloalkenyl β-substituted alanines |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1341296C (en) * | 1981-12-29 | 2001-09-25 | Hansjorg Urbach | 2-azabicycloalkane-3-carboxylic acid derivatives, processes for their preparation, agents containing these compounds and their use |
| FR2807431B1 (fr) * | 2000-04-06 | 2002-07-19 | Adir | Nouveau procede de synthese du perindopril et de ses sels pharmaceutiquement acceptables |
| FR2827860B1 (fr) * | 2001-07-24 | 2004-12-10 | Servier Lab | Nouveau procede de synthese de derives de l'acide (2s, 3as, 7as)-1-[(s)-alanyl]-octahydro-1h-indole-2-carboxyline et application a la synthese du perindopril |
-
2003
- 2003-03-12 ES ES03290607T patent/ES2231760T3/es not_active Expired - Lifetime
- 2003-03-12 EP EP03290607A patent/EP1323729B1/fr not_active Expired - Lifetime
- 2003-03-12 DK DK03290607T patent/DK1323729T3/da active
- 2003-03-12 DE DE60300116T patent/DE60300116T2/de not_active Expired - Lifetime
- 2003-03-12 AT AT03290607T patent/ATE281465T1/de active
- 2003-03-12 PT PT03290607T patent/PT1323729E/pt unknown
-
2004
- 2004-03-12 WO PCT/FR2004/000592 patent/WO2004083237A1/fr not_active Ceased
- 2004-03-12 MY MYPI20040882A patent/MY135652A/en unknown
- 2004-03-12 AR ARP040100806A patent/AR043569A1/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1323729A1 (fr) | 2003-07-02 |
| ES2231760T3 (es) | 2005-05-16 |
| DE60300116T2 (de) | 2005-12-22 |
| DE60300116D1 (de) | 2004-12-09 |
| MY135652A (en) | 2008-06-30 |
| AR043569A1 (es) | 2005-08-03 |
| PT1323729E (pt) | 2005-02-28 |
| EP1323729B1 (fr) | 2004-11-03 |
| ATE281465T1 (de) | 2004-11-15 |
| WO2004083237A1 (fr) | 2004-09-30 |
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