NL7206145A - Thiocolchicoside prepn - from thiocolchicine in high yield in three stages - Google Patents

Thiocolchicoside prepn - from thiocolchicine in high yield in three stages

Info

Publication number
NL7206145A
NL7206145A NL7206145A NL7206145A NL7206145A NL 7206145 A NL7206145 A NL 7206145A NL 7206145 A NL7206145 A NL 7206145A NL 7206145 A NL7206145 A NL 7206145A NL 7206145 A NL7206145 A NL 7206145A
Authority
NL
Netherlands
Prior art keywords
thiocolchicine
demethyl
thiocolchicoside
prepn
stages
Prior art date
Application number
NL7206145A
Other versions
NL177118C (en
NL177118B (en
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 filed Critical
Priority to NL7206145A priority Critical patent/NL177118C/en
Publication of NL7206145A publication Critical patent/NL7206145A/en
Publication of NL177118B publication Critical patent/NL177118B/en
Application granted granted Critical
Publication of NL177118C publication Critical patent/NL177118C/en

Links

Classifications

    • 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
    • C07H15/20Carbocyclic rings
    • C07H15/24Condensed ring systems having three or more rings
    • C07H15/248Colchicine radicals, e.g. colchicosides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

3-Glucose-2-yl-3-demethyl-thiocolchicine(thiocolchicoside) and the 2-glucose-2-yl-2-demethyl-deriv. are prepd. by (i) reacting thiocolchicine (T) with BBr3 to give 1,2- and 2,3-bis-demethyl-T (the latter predominating); (ii) reacting with acetobromoglucose in the presence of a tertiary base to give 2- and 3-tetraacetoglucose-2-yl-2,3-bis-demethyl-T and 2-tetraacetoglucose-2-yl-1,2-bis-demethyl-T; (iii) reacting with CH3N2 then a base, and (iv) separating the mixture of the two products obtd. The five named inters. are new.
NL7206145A 1972-05-05 1972-05-05 METHOD FOR PREPARING GLUCOSE-2-YL-DEMETHYLTHIOCOLCHICIN AND METHOD FOR PREPARING OR MANUFACTURING THIS COMPOUND NL177118C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
NL7206145A NL177118C (en) 1972-05-05 1972-05-05 METHOD FOR PREPARING GLUCOSE-2-YL-DEMETHYLTHIOCOLCHICIN AND METHOD FOR PREPARING OR MANUFACTURING THIS COMPOUND

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL7206145A NL177118C (en) 1972-05-05 1972-05-05 METHOD FOR PREPARING GLUCOSE-2-YL-DEMETHYLTHIOCOLCHICIN AND METHOD FOR PREPARING OR MANUFACTURING THIS COMPOUND

Publications (3)

Publication Number Publication Date
NL7206145A true NL7206145A (en) 1973-11-07
NL177118B NL177118B (en) 1985-03-01
NL177118C NL177118C (en) 1985-08-01

Family

ID=19815983

Family Applications (1)

Application Number Title Priority Date Filing Date
NL7206145A NL177118C (en) 1972-05-05 1972-05-05 METHOD FOR PREPARING GLUCOSE-2-YL-DEMETHYLTHIOCOLCHICIN AND METHOD FOR PREPARING OR MANUFACTURING THIS COMPOUND

Country Status (1)

Country Link
NL (1) NL177118C (en)

Also Published As

Publication number Publication date
NL177118C (en) 1985-08-01
NL177118B (en) 1985-03-01

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Legal Events

Date Code Title Description
BB A search report has been drawn up
BC A request for examination has been filed
A85 Still pending on 85-01-01
V1 Lapsed because of non-payment of the annual fee