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NZ334821A - Method for producing epothilones - Google Patents

Method for producing epothilones

Info

Publication number
NZ334821A
NZ334821A NZ334821A NZ33482197A NZ334821A NZ 334821 A NZ334821 A NZ 334821A NZ 334821 A NZ334821 A NZ 334821A NZ 33482197 A NZ33482197 A NZ 33482197A NZ 334821 A NZ334821 A NZ 334821A
Authority
NZ
New Zealand
Prior art keywords
cleaved
hydroxyl
hydrogen
appropriate
general formula
Prior art date
Application number
NZ334821A
Inventor
Dieter Schinzer
Anja Limberg
Oliver M Bohm
Armin Bauer
Martin Cordes
Original Assignee
Novartis Ag
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 DE19636343A external-priority patent/DE19636343C1/en
Priority claimed from DE19645361A external-priority patent/DE19645361A1/en
Priority claimed from DE19645362A external-priority patent/DE19645362A1/en
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of NZ334821A publication Critical patent/NZ334821A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D493/00Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/24Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/041,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/061,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • 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)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A method for producing epothilone A or B of general formula 1 wherein, R is hydrogen (A) or a methyl group (B), wherein a thiazolealkyldiene-alcohol derivative of formula 4 is esterified with a carboxylic acid of general formula 9a wherein, B is benzyl, tetrahydropyranyl and/or a silyl protecting group and R is hydrogen or methyl, the resulting ester has the ring closed by means of an olefin metathesis in the presence of a noble metal catalyst, if appropriate the hydroxyl-protecting groups are cleaved, the newly formed double bond is epoxidised and if appropriate the hydroxyl-protecting groups are cleaved.
NZ334821A 1996-08-30 1997-01-15 Method for producing epothilones NZ334821A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19636343A DE19636343C1 (en) 1996-08-30 1996-08-30 New (di:methyl)-dioxanyl-methyl-pentanone and related compounds
DE19645361A DE19645361A1 (en) 1996-08-30 1996-10-28 Production of epothilone compounds with taxol-like activity
DE19645362A DE19645362A1 (en) 1996-10-28 1996-10-28 Production of epothilone compounds with taxol-like activity
PCT/DE1997/000111 WO1998008849A1 (en) 1996-08-30 1997-01-15 Method for producing epothilones, and intermediate products obtained during the production process

Publications (1)

Publication Number Publication Date
NZ334821A true NZ334821A (en) 2000-12-22

Family

ID=27216622

Family Applications (1)

Application Number Title Priority Date Filing Date
NZ334821A NZ334821A (en) 1996-08-30 1997-01-15 Method for producing epothilones

Country Status (5)

Country Link
EP (1) EP0923583A1 (en)
JP (1) JP2001500851A (en)
AU (1) AU716610B2 (en)
NZ (1) NZ334821A (en)
WO (1) WO1998008849A1 (en)

Families Citing this family (149)

* Cited by examiner, † Cited by third party
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