ZA200507567B - Novel method for the synthesis of S-indoline-2 carboxylic acid and application thereof in the synthesis of perindopril - Google Patents

Novel method for the synthesis of S-indoline-2 carboxylic acid and application thereof in the synthesis of perindopril

Info

Publication number
ZA200507567B
ZA200507567B ZA200507567A ZA200507567A ZA200507567B ZA 200507567 B ZA200507567 B ZA 200507567B ZA 200507567 A ZA200507567 A ZA 200507567A ZA 200507567 A ZA200507567 A ZA 200507567A ZA 200507567 B ZA200507567 B ZA 200507567B
Authority
ZA
South Africa
Prior art keywords
synthesis
perindopril
indoline
application
carboxylic acid
Prior art date
Application number
ZA200507567A
Other languages
English (en)
Inventor
Jean-Claude Souvie
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 ZA200507567B publication Critical patent/ZA200507567B/xx

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; 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
    • C07D209/42Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404Indoles, e.g. pindolol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B55/00Racemisation; Complete or partial inversion
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Peptides Or Proteins (AREA)
ZA200507567A 2003-04-09 2004-04-07 Novel method for the synthesis of S-indoline-2 carboxylic acid and application thereof in the synthesis of perindopril ZA200507567B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP03290879A EP1348684B1 (fr) 2003-04-09 2003-04-09 Nouveau procédé de synthèse de l'acide (2S)-indoline-2-carboxilique, et application à la synthèse du perindopril

Publications (1)

Publication Number Publication Date
ZA200507567B true ZA200507567B (en) 2006-11-29

Family

ID=27798985

Family Applications (1)

Application Number Title Priority Date Filing Date
ZA200507567A ZA200507567B (en) 2003-04-09 2004-04-07 Novel method for the synthesis of S-indoline-2 carboxylic acid and application thereof in the synthesis of perindopril

Country Status (28)

Country Link
US (2) US7196204B2 (xx)
EP (1) EP1348684B1 (xx)
JP (1) JP5111849B2 (xx)
KR (1) KR100722079B1 (xx)
CN (1) CN100337996C (xx)
AR (1) AR043993A1 (xx)
AT (1) ATE319668T1 (xx)
AU (1) AU2004230294B2 (xx)
BR (1) BRPI0409095B1 (xx)
CA (1) CA2521877C (xx)
DE (1) DE60303904T2 (xx)
DK (1) DK1348684T3 (xx)
EA (1) EA008929B1 (xx)
EG (1) EG24152A (xx)
ES (1) ES2260585T3 (xx)
GE (1) GEP20074257B (xx)
HK (1) HK1086816A1 (xx)
MA (1) MA27633A1 (xx)
MX (1) MXPA05010398A (xx)
MY (1) MY138698A (xx)
NO (1) NO334199B1 (xx)
NZ (1) NZ542396A (xx)
PL (1) PL212544B1 (xx)
PT (1) PT1348684E (xx)
SI (1) SI1348684T1 (xx)
UA (1) UA80040C2 (xx)
WO (1) WO2004092095A1 (xx)
ZA (1) ZA200507567B (xx)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK1348684T3 (da) * 2003-04-09 2006-07-03 Servier Lab Fremgangsmåde til syntese af (2S)-indolin-2-carboxylsyre og anvendelse heraf til syntese af perindopril
CA2488324A1 (en) * 2004-11-22 2006-05-22 Apotex Pharmachem Inc. Optical resolution of n-acetyl-indoline-2-carboxylic acid with phenylglycinol
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
EP1792896A1 (en) 2005-12-01 2007-06-06 KRKA, tovarna zdravil, d.d., Novo mesto Process for the preparation of perindopril and salts thereof
JP5176452B2 (ja) * 2007-09-27 2013-04-03 住友化学株式会社 光学活性なテトラヒドロピラニルグリシン化合物の製造方法
CN101774960B (zh) * 2009-12-31 2011-08-03 安徽美诺华药物化学有限公司 一种(2s)-二氢吲哚-2-甲酸的制备方法
CN101823993A (zh) * 2010-03-31 2010-09-08 安徽世华化工有限公司 L-八氢吲哚啉-2-甲酸的制备方法
CN104672124B (zh) * 2014-12-31 2017-08-22 浙江昌明药业有限公司 对映体富集的二氢吲哚‑2‑甲酸的合成方法
CN112321538A (zh) * 2020-10-28 2021-02-05 都创(上海)医药开发有限公司 一种合成单胺保护的哌嗪-(r/s)2-甲酸酯的方法
CN112375028A (zh) * 2020-12-14 2021-02-19 安徽美诺华药物化学有限公司 合成(2s)-二氢吲哚-甲酸的方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS535134A (en) * 1976-06-30 1978-01-18 Sumitomo Chem Co Ltd Racemization of optical active 2-(4)chlorophenyl)-3-methylbutylic acid
JPS58216147A (ja) * 1982-06-11 1983-12-15 Banyu Pharmaceut Co Ltd 光学活性なn−アセチル−3−ヒドロキシ−4−(ヒドロキシメチル)フエニルグリシンのラセミ化方法
EP0163094B1 (en) * 1984-05-30 1989-08-02 E.I. Du Pont De Nemours And Company Preparation of optically-active alpha-substituted phenylacetic acids
DE3727411A1 (de) * 1986-08-19 1988-03-24 Ciba Geigy Ag Verfahren zur herstellung von 2-indolincarbonsaeure
JPH0780823B2 (ja) * 1986-08-26 1995-08-30 東ソー株式会社 光学活性フェニルアラニンのラセミ化方法
FR2620709B1 (fr) * 1987-09-17 1990-09-07 Adir Procede de synthese industrielle du perindopril et de ses principaux intermediaires de synthese
JP2513001B2 (ja) * 1988-11-01 1996-07-03 山川薬品工業株式会社 光学活性テトラヒドロフラン−2−カルボン酸のラセミ化方法
JP3010694B2 (ja) * 1990-07-09 2000-02-21 日産化学工業株式会社 2―(3―ベンゾイル)フェニルプロピオン酸のラセミ化法
NL9001703A (nl) * 1990-07-27 1992-02-17 Westspur Investment Ltd Werkwijze voor de bereiding van s(+)-6-methoxy-alfa-methyl-2-naftaleen-azijnzuur.
US5220053A (en) * 1992-01-24 1993-06-15 Ethyl Corporation Preparation of optically active aliphatic carboxylic acids
ES2061403B1 (es) * 1993-04-16 1995-06-16 Medichem Sa Procedimiento de obtencion del acido d-(-) -3 acetiltio-2- metilpropionico.
JPH08151344A (ja) * 1994-09-26 1996-06-11 Nagase & Co Ltd 2−(3−ベンゾイルフェニル)プロピオン酸の光学分割方法
US5677469A (en) * 1995-05-18 1997-10-14 Sepracor, Inc. Process for resolving chiral acids with 1-aminoindan-2-ols
DK1348684T3 (da) * 2003-04-09 2006-07-03 Servier Lab Fremgangsmåde til syntese af (2S)-indolin-2-carboxylsyre og anvendelse heraf til syntese af perindopril

Also Published As

Publication number Publication date
CN100337996C (zh) 2007-09-19
MY138698A (en) 2009-07-31
EP1348684A1 (fr) 2003-10-01
SI1348684T1 (sl) 2006-06-30
HK1086816A1 (en) 2006-09-29
BRPI0409095B1 (pt) 2016-05-31
UA80040C2 (en) 2007-08-10
EA200501557A1 (ru) 2006-04-28
DK1348684T3 (da) 2006-07-03
NZ542396A (en) 2010-03-26
PL377832A1 (pl) 2006-02-20
WO2004092095A1 (fr) 2004-10-28
JP2006522014A (ja) 2006-09-28
GEP20074257B (en) 2007-12-10
EP1348684B1 (fr) 2006-03-08
BRPI0409095A (pt) 2006-04-11
MA27633A1 (fr) 2005-11-01
US7196204B2 (en) 2007-03-27
DE60303904T2 (de) 2006-12-28
CA2521877A1 (fr) 2004-10-28
ATE319668T1 (de) 2006-03-15
MXPA05010398A (es) 2005-11-04
AU2004230294A1 (en) 2004-10-28
EG24152A (en) 2008-08-19
AR043993A1 (es) 2005-08-17
US20070112204A1 (en) 2007-05-17
JP5111849B2 (ja) 2013-01-09
KR20050111637A (ko) 2005-11-25
NO20055257L (no) 2005-11-09
PL212544B1 (pl) 2012-10-31
PT1348684E (pt) 2006-05-31
AU2004230294B2 (en) 2010-06-17
US7323575B2 (en) 2008-01-29
KR100722079B1 (ko) 2007-05-25
NO334199B1 (no) 2014-01-13
US20060183919A1 (en) 2006-08-17
ES2260585T3 (es) 2006-11-01
DE60303904D1 (de) 2006-05-04
EA008929B1 (ru) 2007-08-31
CA2521877C (fr) 2010-06-22
CN1768019A (zh) 2006-05-03

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