DK171470B1 - Fremgangsmåde til industriel syntese af det tertiære butylaminsalt af (2S,3aS,7aS)-1-(2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)-propionyl)octahydroindol-2-carboxylsyre - Google Patents

Fremgangsmåde til industriel syntese af det tertiære butylaminsalt af (2S,3aS,7aS)-1-(2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)-propionyl)octahydroindol-2-carboxylsyre Download PDF

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Publication number
DK171470B1
DK171470B1 DK515188A DK515188A DK171470B1 DK 171470 B1 DK171470 B1 DK 171470B1 DK 515188 A DK515188 A DK 515188A DK 515188 A DK515188 A DK 515188A DK 171470 B1 DK171470 B1 DK 171470B1
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formula
process according
carboxyindoline
carried out
catalyst
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DK515188A
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Danish (da)
English (en)
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DK515188A (da
DK515188D0 (da
Inventor
Michel Vincent
Jean Baliarda
Bernard Marchand
Georges Remond
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Adir
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
    • C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Bending Of Plates, Rods, And Pipes (AREA)
  • Superconductors And Manufacturing Methods Therefor (AREA)
  • Casting Devices For Molds (AREA)
DK515188A 1987-09-17 1988-09-15 Fremgangsmåde til industriel syntese af det tertiære butylaminsalt af (2S,3aS,7aS)-1-(2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)-propionyl)octahydroindol-2-carboxylsyre DK171470B1 (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8712896A FR2620709B1 (fr) 1987-09-17 1987-09-17 Procede de synthese industrielle du perindopril et de ses principaux intermediaires de synthese
FR8712896 1987-09-17

Publications (3)

Publication Number Publication Date
DK515188D0 DK515188D0 (da) 1988-09-15
DK515188A DK515188A (da) 1989-03-18
DK171470B1 true DK171470B1 (da) 1996-11-11

Family

ID=9354991

Family Applications (1)

Application Number Title Priority Date Filing Date
DK515188A DK171470B1 (da) 1987-09-17 1988-09-15 Fremgangsmåde til industriel syntese af det tertiære butylaminsalt af (2S,3aS,7aS)-1-(2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)-propionyl)octahydroindol-2-carboxylsyre

Country Status (15)

Country Link
US (1) US4914214A (ru)
EP (1) EP0308341B1 (ru)
JP (1) JPH01110696A (ru)
AT (1) ATE59047T1 (ru)
CA (1) CA1336348C (ru)
DE (1) DE3861275D1 (ru)
DK (1) DK171470B1 (ru)
ES (1) ES2019703B3 (ru)
FR (1) FR2620709B1 (ru)
GR (1) GR3001539T3 (ru)
IE (1) IE61453B1 (ru)
NZ (1) NZ226224A (ru)
OA (1) OA08915A (ru)
PT (1) PT88527B (ru)
ZA (1) ZA886932B (ru)

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2620700B1 (fr) * 1987-09-17 1990-06-01 Adir Procede de synthese d'alpha amino acides n alkyles et leurs esters. application a la synthese de carboxyalkyl dipeptides
FR2620699B1 (fr) * 1987-09-17 1990-06-01 Adir Procede de synthese d'alpha amino acides n alkyles et de leurs esters. application a la synthese de carboxyalkyl dipeptides
US5212319A (en) * 1990-02-26 1993-05-18 Eli Lilly And Company Intermediates to 4-amino-hexahydrobenz[cd]indoles and processes therefor
FR2807037B1 (fr) * 2000-03-31 2002-05-10 Adir NOUVEAU PROCEDE DE SYNTHESE DES ESTERS DE LA N-[(s)-1- CARBOXYBUTYL]-(S)-ALANINE ET APPLICATION A LA SYNTHESE DU PERINDOPRIL
FR2807431B1 (fr) * 2000-04-06 2002-07-19 Adir Nouveau procede de synthese du perindopril et de ses sels pharmaceutiquement acceptables
FR2807430B1 (fr) * 2000-04-11 2002-05-17 Adir Nouveau procede de synthese des esters de la n-[(s)-1- carboxybutyl]-(s)-alanine et application a la synthese du perindopril
FR2811320B1 (fr) * 2000-07-06 2002-08-23 Adir Nouvelle forme cristalline alpha du sel de tert-butylamine du perindopril, son procede de preparation et les compositions pharmaceutiques qui la contiennent
FR2811319B1 (fr) * 2000-07-06 2002-08-23 Adir Nouvelle forme cristalline beta du sel de tert-butylamine du perindopril, son procede de preparation et les compositions pharmaceutiques qui la contiennent
AU2007203451B2 (en) * 2000-07-06 2010-09-02 Les Laboratoires Servier Pharmaceutical composition containing a crystalline form of perindopril tert-butylamine salt
FR2811318B1 (fr) * 2000-07-06 2002-08-23 Adir Nouvelle forme cristalline gamma du sel de tert-butylamine du perindopril, son procede de preparation et les compositions pharmaceutiques qui la contiennent
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
AR036187A1 (es) * 2001-07-24 2004-08-18 Adir Un proceso para la preparacion de perindopril, compuestos analogos y sus sales, compuesto intermediario 2,5-dioxo-oxazolidina y proceso para preparar un intermediario
ES2289060T3 (es) * 2002-01-30 2008-02-01 Les Laboratoires Servier Proceso para la preparacion de perindopril de alta pureza y de intermedios utiles en su sintesis.
JP2005519098A (ja) * 2002-03-01 2005-06-30 ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー 変形性関節症の治療方法
GB2395195A (en) * 2002-11-18 2004-05-19 Cipla Ltd Preparation of perindopril from carboxy-protected precursor, & perindopril monohydrates for use as angiotensin converting enzyme (ACE) inhibitors
WO2004065368A1 (ja) * 2003-01-21 2004-08-05 Ohara Chemical Industries, Ltd. トランドラプリル合成中間体の製造方法
EP1338591B1 (fr) * 2003-02-28 2005-10-26 Les Laboratoires Servier Nouveau procédé de synthèse de l'acide (2S, 3aS, 7aS)-perhydroindole-2-carboxylique et de ses esters, et application à la synthèse du perindopril
SI1603558T1 (sl) * 2003-02-28 2008-12-31 Servier S A Lab Postopek za pripravo perindoprila in njegovih soli
ATE307139T1 (de) * 2003-02-28 2005-11-15 Servier Lab Verfahren für die synthese von perindopril und seiner pharmazeutisch annehmbaren salze
GB0305066D0 (en) * 2003-03-06 2003-04-09 Ibm System and method for publish/subscribe messaging
ATE319668T1 (de) * 2003-04-09 2006-03-15 Servier Lab Verfahren zur synthese von (2s)-indolin-2- carbonsäure, und verwendung in der synthese von perindopril
WO2004099138A2 (en) * 2003-05-12 2004-11-18 Cipla Limited Process for the preparation of perindopril
SI21507A (sl) * 2003-05-16 2004-12-31 LEK farmacevtska dru�ba d.d. Postopek za pripravo spojin z ace inhibitornim delovanjem
WO2004113293A1 (de) * 2003-06-24 2004-12-29 Les Laboratoires Servier Neue kristalline formen von perindopril erbumine
DK1362864T3 (da) * 2003-06-30 2007-09-17 Servier Lab Ny fremgangsmåde til syntese af perindopril og farmaceutisk acceptable salte heraf
DK1675827T3 (da) * 2003-10-21 2010-04-19 Servier Lab Ny fremgangsmåde til fremstilling af krystallint perindopril erbumin
US20050171165A1 (en) * 2003-11-12 2005-08-04 Bhirud Shekhar B. Process for the preparation of perindopril
SI1420028T1 (sl) * 2003-11-19 2007-06-30 Servier Lab Postopek za sintezo perindoprila in njegovih farmacevtsko sprejemljivih soli
ATE353910T1 (de) * 2003-11-19 2007-03-15 Servier Lab Verfahren für die synthese von perindopril und seiner pharmazeutisch annehmbaren salzen
EP1420030A3 (fr) * 2003-12-10 2004-05-26 Les Laboratoires Servier Procédé de synthèse de dérivés de l'acide (2S, 3aS, 7aS) - 1 - [(S)-alanyl]-octahydro-1H-indole-2-carboxylique et application à la synthèse du perindopril
SI21704A (en) * 2004-01-14 2005-08-31 Lek Farmacevtska Druzba Dd New crystal form of perindopril, procedure of its preparation, pharmaceutical preparations containing this form and their application in treatment of hypertensia
SI21703A (en) 2004-01-14 2005-08-31 Lek Farmacevtska Druzba Dd Inclusion complexes of perindopril, procedure of their preparation, pharmaceutical compositions containing these complexes and their application in treatment of hypertensia
EA011712B1 (ru) * 2004-03-29 2009-04-28 Ле Лаборатуар Сервье Способ производства твёрдой фармацевтической композиции
GB2413128A (en) 2004-04-13 2005-10-19 Neopharma Ltd Process for the preparation of perindopril
US20050250706A1 (en) * 2004-05-07 2005-11-10 Glenmark Pharmaceuticals Limited Processes for the preparation of alpha polymorph of perindopril erbumine
WO2005108365A1 (en) * 2004-05-07 2005-11-17 Glenmark Pharmaceuticals Limited Processes for the preparation of alpha polymorph of perindopril erbumine
SI21800A (sl) * 2004-05-14 2005-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto Nov postopek sinteze perindoprila
US20060178422A1 (en) * 2004-05-31 2006-08-10 Ashok Kumar Process for making (2S, 3aS, 7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl) butyl] amino]-1-oxopropyl] octahydro-1H-indole-2-carboxylic acid
SI21881A (sl) 2004-10-15 2006-04-30 Diagen, Smartno Pri Ljubljani, D.O.O. Nove kristalne oblike perindopril erbumin hidratov, postopek za njihovo pripravo in farmacevtske oblike, ki vsebujejo te spojine
JP4547245B2 (ja) * 2004-12-16 2010-09-22 株式会社パーマケム・アジア ペリンドプリルエルブミンのｉ型結晶、及びその製造方法
ES2255872B1 (es) * 2004-12-31 2007-08-16 Quimica Sintetica, S.A. Procedimiento para la preparacion de perindopril erbumina.
DE602005009918D1 (de) 2005-01-06 2008-11-06 Ipca Lab Ltd Verfahren zur Synthese von (2S,3aS,7aS)-1-(S)-Alanyl-octahydro-1H-2-carbonsäurederivaten und Verwendung in der Synthese von Perindopril
MY138209A (en) * 2005-03-11 2009-05-29 Servier Lab New (y) crystalline form of perindopril tert-butylamine salt, a process for its preparation and pharmaceutical compositions containing it.
DE602005015492D1 (de) * 2005-03-14 2009-08-27 Servier Lab Verbessertes verfahren zur aufreinigung von perindopril
US7291745B2 (en) * 2005-03-21 2007-11-06 Glenmark Pharmaceuticals Limited Process for the preparation of perindopril
JP2008545006A (ja) * 2005-07-05 2008-12-11 シプラ・リミテッド Ａｃｅ阻害剤の合成方法
CA2615691C (en) * 2005-07-25 2015-11-10 Lek Pharmaceuticals D.D. Process for the preparation of crystalline perindopril
US20070032661A1 (en) * 2005-08-03 2007-02-08 Glenmark Pharmaceuticals Limited Process for the preparation of intermediates of perindopril
EP1792896A1 (en) * 2005-12-01 2007-06-06 KRKA, tovarna zdravil, d.d., Novo mesto Process for the preparation of perindopril and salts thereof
EP1815857A1 (en) 2006-02-02 2007-08-08 LEK Pharmaceuticals D.D. A pharmaceutical composition comprising perindopril
EA007988B1 (ru) * 2006-04-20 2007-02-27 ИСМАГИЛОВ, Искандар Халиуллович ξ-ЗЕТА ФОРМА ПЕРИНДОПРИЛ ЭРБУМИНА
EP1864973A1 (en) * 2006-06-09 2007-12-12 Sochinaz SA Process for the preparation of perindopril and salts thereof
EP2137148A1 (en) * 2007-03-22 2009-12-30 Aarti Healthcare Limited Process for the preparation of perindopril erbumine salt and novel polymorph (s) thereof
SI22543A (sl) 2007-06-27 2008-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto Nove soli perindoprila
CN101514180B (zh) * 2008-02-20 2012-08-01 上海医药工业研究院 培哚普利叔丁铵盐的ⅰ晶型及其制备方法
AU2009263737B2 (en) 2008-06-24 2013-10-24 Mylan Laboratories Ltd. Novel polymorphic forms of Perindopril (L)-Arginine and process for the preparation thereof
GB0910692D0 (en) 2009-06-20 2009-08-05 Teva Pharma Compound
SI23149A (sl) 2009-09-21 2011-03-31 Silverstone Pharma Nove benzatinske soli ACE inhibitorjev, postopek za njihovo pripravo in njihova uporaba za zdravljenje kardiovaskularnih bolezni
PT105315B (pt) 2010-09-29 2013-01-16 Inst Superior Tecnico Uma nova forma cristalina hidratada de erbumina de perindopril, métodos para a sua preparação e sua utilização em preparações farmacêuticas
FR2985512B1 (fr) * 2012-01-05 2014-06-20 Servier Lab Procede de preparation du sel de l-arginine du perindopril
WO2016178591A2 (en) 2015-05-05 2016-11-10 Gene Predit, Sa Genetic markers and treatment of male obesity
FR3050380B1 (fr) 2016-04-20 2020-07-10 Les Laboratoires Servier Composition pharmaceutique comprenant un betabloquant, un inhibiteur de l'enzyme de conversion et un antihypertenseur ou un ains.
CN106631977A (zh) * 2016-11-11 2017-05-10 上海雅本化学有限公司 一种s‑吲哚啉‑2‑羧酸合成的优化方法
CN108752259A (zh) * 2018-07-04 2018-11-06 南京方生和医药科技有限公司 培哚普利消旋体及其中间体的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2503155A2 (fr) * 1980-10-02 1982-10-08 Science Union & Cie Nouveaux imino diacides substitues, leurs procedes de preparation et leur emploi comme inhibiteur d'enzyme
DE3360065D1 (en) * 1982-03-08 1985-03-28 Schering Corp Carboxyalkyl dipeptides, processes for their production and pharmaceutical compositions containing them
DE3302125A1 (de) * 1983-01-22 1984-07-26 Boehringer Ingelheim KG, 6507 Ingelheim Aminosaeure-derivate, verfahren zu ihrer herstellung und verwendung
DE3431541A1 (de) * 1984-08-28 1986-03-06 Hoechst Ag, 6230 Frankfurt Cis,endo-2-azabicycloalkan-3-carbonsaeure-derivate, verfahren zu deren herstellung, deren verwendung sowie zwischenprodukte bei deren herstellung

Also Published As

Publication number Publication date
FR2620709A1 (fr) 1989-03-24
DK515188A (da) 1989-03-18
PT88527A (pt) 1988-10-01
DK515188D0 (da) 1988-09-15
NZ226224A (en) 1990-09-26
FR2620709B1 (fr) 1990-09-07
CA1336348C (fr) 1995-07-18
ZA886932B (en) 1989-05-30
OA08915A (fr) 1989-10-31
ES2019703B3 (es) 1991-07-01
AU2236288A (en) 1989-03-23
EP0308341B1 (fr) 1990-12-12
IE882806L (en) 1989-03-17
ATE59047T1 (de) 1990-12-15
AU608363B2 (en) 1991-03-28
US4914214A (en) 1990-04-03
EP0308341A1 (fr) 1989-03-22
JPH01110696A (ja) 1989-04-27
PT88527B (pt) 1993-03-31
GR3001539T3 (en) 1992-11-23
IE61453B1 (en) 1994-11-02
DE3861275D1 (de) 1991-01-24
JPH0543717B2 (ru) 1993-07-02

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B1 Patent granted (law 1993)