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

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic 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
    • C07D277/22—Heterocyclic 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
    • C07D277/24—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design 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)

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 (140)

* Cited by examiner, † Cited by third party
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