CA2366632A1 - Procede de production de glycoconjugues de 20(s)-camptothecine - Google Patents

Procede de production de glycoconjugues de 20(s)-camptothecine Download PDF

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Publication number
CA2366632A1
CA2366632A1 CA002366632A CA2366632A CA2366632A1 CA 2366632 A1 CA2366632 A1 CA 2366632A1 CA 002366632 A CA002366632 A CA 002366632A CA 2366632 A CA2366632 A CA 2366632A CA 2366632 A1 CA2366632 A1 CA 2366632A1
Authority
CA
Canada
Prior art keywords
formula
camptothecin
amino acid
reacted
acid
Prior art date
Legal status (The legal status 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 status listed.)
Abandoned
Application number
CA002366632A
Other languages
English (en)
Inventor
Hans-Georg Lerchen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2366632A1 publication Critical patent/CA2366632A1/fr
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00Asymmetric syntheses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/22Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26Acyclic or carbocyclic radicals, substituted by hetero rings
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne un procédé de production de glycoconjugués de 20(S)-camptothécine, dans lesquels un composant beta -L-fucose est lié, par l'intermédiaire d'un espaceur peptidique modifié par thiourée, au groupe 20-hydroxyle, l'étape décisive étant la liaison du composant (II) au composant (V), en présence d'un réactif de couplage particulier, tel que le N-[diméthylamino]-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-méthylène]-N-méthylméthanaminium hexafluorophosphate-N-oxyde (HATU).
CA002366632A 1999-03-06 2000-02-23 Procede de production de glycoconjugues de 20(s)-camptothecine Abandoned CA2366632A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19909979.0 1999-03-06
DE19909979A DE19909979A1 (de) 1999-03-06 1999-03-06 Verfahren zur Herstellung von Glycokonjugaten von 20(S)-Camptothecin
PCT/EP2000/001480 WO2000053614A1 (fr) 1999-03-06 2000-02-23 Procede de production de glycoconjugues de 20(s)-camptothecine

Publications (1)

Publication Number Publication Date
CA2366632A1 true CA2366632A1 (fr) 2000-09-14

Family

ID=7899996

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002366632A Abandoned CA2366632A1 (fr) 1999-03-06 2000-02-23 Procede de production de glycoconjugues de 20(s)-camptothecine

Country Status (6)

Country Link
EP (1) EP1173454A1 (fr)
JP (1) JP2002539132A (fr)
AU (1) AU3159500A (fr)
CA (1) CA2366632A1 (fr)
DE (1) DE19909979A1 (fr)
WO (1) WO2000053614A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2200617B1 (es) 2001-01-19 2005-05-01 Almirall Prodesfarma, S.A. Derivados de urea como antagonistas de integrinas alfa 4.
EP2968381A4 (fr) * 2013-03-15 2016-11-30 Sidney Hecht Conjugués de médicament-séquence de liaison du sucre
WO2014152718A1 (fr) 2013-03-15 2014-09-25 Arizona Board Of Regents, For And On Behalf Of Arizona State University Conjugués saccharidiques
JP2021095424A (ja) * 2018-03-28 2021-06-24 持田製薬株式会社 抗癌剤結合アルギン酸誘導体

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ID23424A (id) * 1997-05-14 2000-04-20 Bayer Ag Glikokonjugat dari 20(s)-kamptotesin

Also Published As

Publication number Publication date
AU3159500A (en) 2000-09-28
WO2000053614A8 (fr) 2002-01-24
DE19909979A1 (de) 2000-09-07
JP2002539132A (ja) 2002-11-19
WO2000053614A1 (fr) 2000-09-14
EP1173454A1 (fr) 2002-01-23

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Legal Events

Date Code Title Description
FZDE Discontinued