AR045849A1 - Procedimiento para la sintesis de n - [(s) - i - etoxicarbonilbutil] - (s) - alanina y aplicacion en la sintesis de perindopril" - Google Patents

Procedimiento para la sintesis de n - [(s) - i - etoxicarbonilbutil] - (s) - alanina y aplicacion en la sintesis de perindopril"

Info

Publication number
AR045849A1
AR045849A1 ARP040103525A ARP040103525A AR045849A1 AR 045849 A1 AR045849 A1 AR 045849A1 AR P040103525 A ARP040103525 A AR P040103525A AR P040103525 A ARP040103525 A AR P040103525A AR 045849 A1 AR045849 A1 AR 045849A1
Authority
AR
Argentina
Prior art keywords
formula
synthesis
compound
perindopril
application
Prior art date
Application number
ARP040103525A
Other languages
English (en)
Inventor
Fabienne Breard
Jean-Pierre Lecouve
Original Assignee
Servier Lab
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 Servier Lab filed Critical Servier Lab
Publication of AR045849A1 publication Critical patent/AR045849A1/es

Links

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
    • C07K5/02—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/32—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/30—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/06—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
    • C07C251/08—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton being acyclic
    • 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
    • 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)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Peptides Or Proteins (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Aplicación de la síntesis de perindopril y de sus sales farmacéuticamente aceptables. Reivindicación 1: Procedimiento para la síntesis del compuesto de fórmula (1) caracterizado porque se hace reaccionar un compuesto de alanina de fórmula (3) en la cual r representa un grupo alquilo C1-6, lineal o ramificado o un grupo bencilo, ya sea con glioxilato de etilo de fórmula (4a) o con el compuesto de fórmula (4b); para obtener la imina de fórmula (5) en la cual R es tal como se ha definido anteriormente, que se somete a reacción con el compuesto de fórmula (6); para obtener después del aislamiento, el compuesto de fórmula (7), en la cual R es tal como se ha definido anteriormente; que se somete a hidrogenación catalítica y a la transformación de la función CO-R en la función ácido para obtener el compuesto de la fórmula (1).
ARP040103525A 2003-09-30 2004-09-29 Procedimiento para la sintesis de n - [(s) - i - etoxicarbonilbutil] - (s) - alanina y aplicacion en la sintesis de perindopril" AR045849A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP03292404A EP1403278B1 (fr) 2003-09-30 2003-09-30 Procédé de synthèse de la N-((S)-1-carbéthoxybutyl)-(S)-alanine et application à la synthèse du perindopril

Publications (1)

Publication Number Publication Date
AR045849A1 true AR045849A1 (es) 2005-11-16

Family

ID=31970535

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP040103525A AR045849A1 (es) 2003-09-30 2004-09-29 Procedimiento para la sintesis de n - [(s) - i - etoxicarbonilbutil] - (s) - alanina y aplicacion en la sintesis de perindopril"

Country Status (10)

Country Link
EP (1) EP1403278B1 (es)
AR (1) AR045849A1 (es)
AT (1) ATE297407T1 (es)
DE (1) DE60300806T2 (es)
DK (1) DK1403278T3 (es)
ES (1) ES2240926T3 (es)
MY (1) MY137391A (es)
PT (1) PT1403278E (es)
SI (1) SI1403278T1 (es)
WO (1) WO2005033127A1 (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI21800A (sl) 2004-05-14 2005-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto Nov postopek sinteze perindoprila

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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

Also Published As

Publication number Publication date
MY137391A (en) 2009-01-30
ES2240926T3 (es) 2005-10-16
DE60300806T2 (de) 2006-03-23
EP1403278B1 (fr) 2005-06-08
SI1403278T1 (en) 2005-10-31
WO2005033127A1 (fr) 2005-04-14
ATE297407T1 (de) 2005-06-15
DE60300806D1 (de) 2005-07-14
PT1403278E (pt) 2005-09-30
EP1403278A1 (fr) 2004-03-31
DK1403278T3 (da) 2005-10-03

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