BR0302902A - Processo para a preparação de ácido 1- (mercaptometil) - ciclopropanoacético - Google Patents

Processo para a preparação de ácido 1- (mercaptometil) - ciclopropanoacético

Info

Publication number
BR0302902A
BR0302902A BR0302902-6A BR0302902A BR0302902A BR 0302902 A BR0302902 A BR 0302902A BR 0302902 A BR0302902 A BR 0302902A BR 0302902 A BR0302902 A BR 0302902A
Authority
BR
Brazil
Prior art keywords
mercaptomethyl
cyclopropaneacetic acid
acid
amide
preparation
Prior art date
Application number
BR0302902-6A
Other languages
English (en)
Inventor
Lu Liu Wei
Yuan Wang
Herica Marrugo
Sylvan Harper
David D C Quan
Zhihong Nancy Zhou
Gregory Bydlinski
Original Assignee
Delmar Chemicals Inc
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
Priority claimed from CA2371048A external-priority patent/CA2371048C/en
Application filed by Delmar Chemicals Inc filed Critical Delmar Chemicals Inc
Publication of BR0302902A publication Critical patent/BR0302902A/pt

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/94—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom spiro-condensed with carbocyclic rings or ring systems, e.g. griseofulvins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Furan Compounds (AREA)

Abstract

"PROCESSO PARA A PREPARAçãO DE áCIDO 1-(MERCAPTOMETIL)-CICLOPROPANOACéTICO". O processo da presente invenção consiste, essencialmente, de quatro etapas, a primeira etapa sendo a conversão de 1-(hidroximetil)-ciclopropanoacetonitríla para 5-oxa-spiro[2.4]hept-6-ilidenamina (também chamada no presente de "imino-éster") e sais ácidos de adição derivados, que pode ser parcialmente ou totalmente convertida para 1-(halometil)-ciclopropanoacetamida (chamada no presente de "haloamida") sob as condições da reação; os intermediários de imino-éster e haloamida não são, de preferência, isolados, mas sofrem reação in situ com a tiouréia na segunda etapa do processo para dar o intermediário inovador, a 1(carbamimidoilsulfanilmetil)-ciclopropanoacetamida, que é, de preferência, isolado na forma de um sal ácido de adição sólído e, opcionalmente, purificado antes de seguir com a reação; na terceira etapa do processo, a 1-(carbamimidoilsulfanilmetil)- ciclopropanoacetamida, ou um sal derivado, é submetida a hidrolise básica seguida de oxidação in situ para formar o dissulfeto do ácido 1-(mercaptometil)-ciclopropanoacético, um sólido que é, de preferência, isolado e purificado; na quarta e última etapa, o dissulfeto é reduzido para ácido 1 -(mercaptometil)-ciclopropanoacético.
BR0302902-6A 2002-02-06 2003-02-05 Processo para a preparação de ácido 1- (mercaptometil) - ciclopropanoacético BR0302902A (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CA2371048A CA2371048C (en) 2002-02-06 2002-02-06 Process for the preparation of 1-(mercaptomethyl)-cyclopropaneacetic acid
US10/122,541 US6512140B1 (en) 2002-02-06 2002-04-15 Process for the preparation of 1-(mercaptomethyl)-cyclopropaneacetic acid
PCT/CA2003/000165 WO2003066582A1 (en) 2002-02-06 2003-02-05 Process for the preparation of 1-(mercaptomethyl)-cyclopropaneacetic acid

Publications (1)

Publication Number Publication Date
BR0302902A true BR0302902A (pt) 2004-07-06

Family

ID=27735483

Family Applications (1)

Application Number Title Priority Date Filing Date
BR0302902-6A BR0302902A (pt) 2002-02-06 2003-02-05 Processo para a preparação de ácido 1- (mercaptometil) - ciclopropanoacético

Country Status (8)

Country Link
EP (1) EP1474386B1 (pt)
JP (1) JP4308667B2 (pt)
CN (1) CN1318400C (pt)
AT (1) ATE349423T1 (pt)
AU (1) AU2003244427A1 (pt)
BR (1) BR0302902A (pt)
DE (1) DE60310683T2 (pt)
WO (1) WO2003066582A1 (pt)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110386888A (zh) * 2019-07-30 2019-10-29 上海红蓝医药科技有限公司 一种低成本、高收率的1-(巯甲基)环丙基乙酸生产工艺
CN111018756A (zh) * 2019-12-13 2020-04-17 山东益丰生化环保股份有限公司 一种2-2-二巯甲基-1-3-丙二硫醇的制备方法
CN114181121B (zh) * 2021-12-08 2024-04-26 江苏阿尔法药业股份有限公司 一种1-巯甲基环丙基乙酸的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE165088T1 (de) * 1990-10-12 1998-05-15 Merck Frosst Canada Inc Ungesättigte hydroxyalkylchinolinsäuren als leukotrien-antagonisten
CA2111372C (en) * 1992-12-22 2007-01-16 Robert N. Young Diaryl 5,6-fusedheterocyclic acids as leukotriene antagonists
CA2130723C (en) * 1993-09-03 2006-01-31 Wilhelm Quittmann Process for preparing y-mercaptocarboxylic acid derivatives
TW448160B (en) * 1993-12-28 2001-08-01 Merck & Co Inc Novel dicyclohexylamine salt and process for the preparation of leukotriene antagonists
US5523477A (en) * 1995-01-23 1996-06-04 Merck & Co., Inc. Process for the preparation of 1-(thiomethyl)-cyclopropaneacetic acid
CA2371048C (en) * 2002-02-06 2011-01-04 Delmar Chemicals Inc. Process for the preparation of 1-(mercaptomethyl)-cyclopropaneacetic acid

Also Published As

Publication number Publication date
ATE349423T1 (de) 2007-01-15
CN1628096A (zh) 2005-06-15
DE60310683T2 (de) 2007-10-11
EP1474386A1 (en) 2004-11-10
WO2003066582A1 (en) 2003-08-14
JP2005517009A (ja) 2005-06-09
AU2003244427A1 (en) 2003-09-02
DE60310683D1 (de) 2007-02-08
CN1318400C (zh) 2007-05-30
EP1474386B1 (en) 2006-12-27
JP4308667B2 (ja) 2009-08-05

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Legal Events

Date Code Title Description
B11A Dismissal acc. art.33 of ipl - examination not requested within 36 months of filing
B11Y Definitive dismissal - extension of time limit for request of examination expired [chapter 11.1.1 patent gazette]