EA200501257A1 - Новый способ синтеза соединений (2s,3as,7as)-1-[(s)-аланил]октагидро-1h-индол-2-карбоновой кислоты и их применение для синтеза периндоприла - Google Patents

Новый способ синтеза соединений (2s,3as,7as)-1-[(s)-аланил]октагидро-1h-индол-2-карбоновой кислоты и их применение для синтеза периндоприла

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Publication number
EA200501257A1
EA200501257A1 EA200501257A EA200501257A EA200501257A1 EA 200501257 A1 EA200501257 A1 EA 200501257A1 EA 200501257 A EA200501257 A EA 200501257A EA 200501257 A EA200501257 A EA 200501257A EA 200501257 A1 EA200501257 A1 EA 200501257A1
Authority
EA
Eurasian Patent Office
Prior art keywords
synthesis
compounds
perindopril
alanyn
octagidro
Prior art date
Application number
EA200501257A
Other languages
English (en)
Other versions
EA009062B1 (ru
Inventor
Тьерри Дюбюффе
Паскаль Ланглуа
Original Assignee
Ле Лаборатуар Сервье
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ле Лаборатуар Сервье filed Critical Ле Лаборатуар Сервье
Publication of EA200501257A1 publication Critical patent/EA200501257A1/ru
Publication of EA009062B1 publication Critical patent/EA009062B1/ru

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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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • 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
    • 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
    • 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)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Cardiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)
  • Catalysts (AREA)

Abstract

Способ синтеза соединений (I)в которой Rпредставляет собой атом водорода, линейную или разветвленную группу (C-C)алкила или бензильную группу, а Rпредставляет собой защитную группу для аминовой группы. Применение в синтезе периндоприла и его фармацевтически приемлемых солей.
EA200501257A 2003-02-28 2004-02-27 НОВЫЙ СПОСОБ СИНТЕЗА СОЕДИНЕНИЙ (2S, 3aS, 7aS)-1-[(S)-АЛАНИЛ]ОКТАГИДРО-1H-ИНДОЛ-2-КАРБОНОВОЙ КИСЛОТЫ И ИХ ПРИМЕНЕНИЕ ДЛЯ СИНТЕЗА ПЕРИНДОПРИЛА EA009062B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03290486A EP1403277B1 (fr) 2003-02-28 2003-02-28 Nouveau procédé de synthèse de dérives de l'acide (2S, 3aS, 7aS)-1-((S)-alanyl)-octahydro-1H-indole-2-carboxylique, et application à la synthèse du perindopril
PCT/FR2004/000445 WO2004078708A2 (fr) 2003-02-28 2004-02-27 Nouveau procede de synthese de derives de l'acide (2s, 3as, 7as)­-1-[(s)-alanyl]-octahydro,-ih-indole-2-carboxylique et application a la syntrese du perindopril

Publications (2)

Publication Number Publication Date
EA200501257A1 true EA200501257A1 (ru) 2006-04-28
EA009062B1 EA009062B1 (ru) 2007-10-26

Family

ID=31970534

Family Applications (1)

Application Number Title Priority Date Filing Date
EA200501257A EA009062B1 (ru) 2003-02-28 2004-02-27 НОВЫЙ СПОСОБ СИНТЕЗА СОЕДИНЕНИЙ (2S, 3aS, 7aS)-1-[(S)-АЛАНИЛ]ОКТАГИДРО-1H-ИНДОЛ-2-КАРБОНОВОЙ КИСЛОТЫ И ИХ ПРИМЕНЕНИЕ ДЛЯ СИНТЕЗА ПЕРИНДОПРИЛА

Country Status (19)

Country Link
US (1) US7157485B2 (ru)
EP (1) EP1403277B1 (ru)
JP (1) JP4279871B2 (ru)
CN (1) CN1331883C (ru)
AR (1) AR043410A1 (ru)
AT (1) ATE305939T1 (ru)
AU (1) AU2004218202B2 (ru)
DE (1) DE60301774T2 (ru)
DK (1) DK1403277T3 (ru)
EA (1) EA009062B1 (ru)
ES (1) ES2249691T3 (ru)
HK (1) HK1086280A1 (ru)
MY (1) MY136851A (ru)
NZ (1) NZ541423A (ru)
PL (1) PL211506B1 (ru)
PT (1) PT1403277E (ru)
SI (1) SI1403277T1 (ru)
WO (1) WO2004078708A2 (ru)
ZA (1) ZA200505780B (ru)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI1338591T1 (sl) * 2003-02-28 2006-02-28 Servier Lab NOV POSTOPEK ZA SINTEZO (2S,3aS,7aS)-PERHIDROINDOL-2-KARBOKSILNE KISLINE IN NJENIH ESTROV TER UPORABA PRI SINTEZI PERINDOPRILA
PT1403277E (pt) * 2003-02-28 2005-11-30 Servier Lab Novo processo de sintese de derivados do acido (2s, 3as, 7as)-1-((s)-alanil)-octa-hidro-1h-indole-2-carboxilico e aplicacao a sintese do perindopril
WO2009050041A1 (en) * 2007-10-17 2009-04-23 Dsm Ip Assets B.V. Novel carbamoylglycine derivatives
WO2009098251A1 (en) * 2008-02-07 2009-08-13 Dsm Ip Assets B.V. NOVEL CYCLOALKANONE β-SUBSTITUTED ALANINE DERIVATIVES
EP2560493B1 (en) * 2010-04-20 2018-06-06 Chiral Quest, Inc. An enantioselective process for cycloalkenyl b-substituted alanines
CN106657507B (zh) * 2015-11-03 2019-07-02 中移（杭州）信息技术有限公司 一种声学回声消除方法及装置

Family Cites Families (6)

* Cited by examiner, † Cited by third party
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
NL1008302C2 (nl) * 1998-02-13 1999-08-16 Dsm Nv Werkwijze voor de bereiding van een optisch actief indoline-2-carbonzuur of derivaat daarvan.
WO2001016336A1 (en) * 1999-09-02 2001-03-08 Lexicon Genetics Incorporated Human calcium dependent proteases and polynucleotides encoding the same
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
PT1403277E (pt) * 2003-02-28 2005-11-30 Servier Lab Novo processo de sintese de derivados do acido (2s, 3as, 7as)-1-((s)-alanil)-octa-hidro-1h-indole-2-carboxilico e aplicacao a sintese do perindopril

Also Published As

Publication number Publication date
EA009062B1 (ru) 2007-10-26
AU2004218202B2 (en) 2009-07-30
ES2249691T3 (es) 2006-04-01
JP2006519176A (ja) 2006-08-24
EP1403277B1 (fr) 2005-10-05
CN1753907A (zh) 2006-03-29
AR043410A1 (es) 2005-07-27
SI1403277T1 (sl) 2005-12-31
HK1086280A1 (en) 2006-09-15
EP1403277A1 (fr) 2004-03-31
WO2004078708A3 (fr) 2004-10-14
DE60301774D1 (de) 2006-02-16
DK1403277T3 (da) 2005-11-21
JP4279871B2 (ja) 2009-06-17
WO2004078708A2 (fr) 2004-09-16
US7157485B2 (en) 2007-01-02
AU2004218202A1 (en) 2004-09-16
NZ541423A (en) 2008-03-28
ZA200505780B (en) 2006-09-27
US20060149082A1 (en) 2006-07-06
PL211506B1 (pl) 2012-05-31
MY136851A (en) 2008-11-28
PT1403277E (pt) 2005-11-30
PL377220A1 (pl) 2006-01-23
DE60301774T2 (de) 2006-07-20
ATE305939T1 (de) 2005-10-15
CN1331883C (zh) 2007-08-15

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MM4A Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s)

Designated state(s): AM AZ BY KZ KG MD TJ TM RU