CA2113065A1 - Process for preparing optically active nucleosides from chiral cyclobutanones - Google Patents

Process for preparing optically active nucleosides from chiral cyclobutanones

Info

Publication number
CA2113065A1
CA2113065A1 CA 2113065 CA2113065A CA2113065A1 CA 2113065 A1 CA2113065 A1 CA 2113065A1 CA 2113065 CA2113065 CA 2113065 CA 2113065 A CA2113065 A CA 2113065A CA 2113065 A1 CA2113065 A1 CA 2113065A1
Authority
CA
Canada
Prior art keywords
optically active
nucleosides
compounds
cyclobutanones
chiral
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.)
Granted
Application number
CA 2113065
Other languages
French (fr)
Other versions
CA2113065C (en
Inventor
Edward Lee-Ruff
Ji-Long Jiang
Wei-Qin Wan
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.)
LEE RUFF EDWARD
Original Assignee
LEE RUFF EDWARD
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 LEE RUFF EDWARD filed Critical LEE RUFF EDWARD
Priority to CA 2113065 priority Critical patent/CA2113065C/en
Publication of CA2113065A1 publication Critical patent/CA2113065A1/en
Application granted granted Critical
Publication of CA2113065C publication Critical patent/CA2113065C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

A process is disclosed for the preparation of optically active purine nucleosides, particularly nucleosides of formulae 1 and 2, nucleoside analogs and optically active intermediates of formula 3 which may be used in the preparation of nucleosides of the formula 4 as well as a purine nucleosides and nucleoside analogs.

(see formulas) The process is directed to the preparation of such compounds, including novel such compounds in their respective .alpha.- and .beta.-anomeric forms, and the enantiomeric forms of these compounds. These compounds show various levels of anti-viral and/or anti-cancer activity.
CA 2113065 1994-01-07 1994-01-07 Process for preparing optically active nucleosides from chiral cyclobutanones Expired - Fee Related CA2113065C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA 2113065 CA2113065C (en) 1994-01-07 1994-01-07 Process for preparing optically active nucleosides from chiral cyclobutanones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA 2113065 CA2113065C (en) 1994-01-07 1994-01-07 Process for preparing optically active nucleosides from chiral cyclobutanones

Publications (2)

Publication Number Publication Date
CA2113065A1 true CA2113065A1 (en) 1995-07-08
CA2113065C CA2113065C (en) 1999-12-14

Family

ID=4152712

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2113065 Expired - Fee Related CA2113065C (en) 1994-01-07 1994-01-07 Process for preparing optically active nucleosides from chiral cyclobutanones

Country Status (1)

Country Link
CA (1) CA2113065C (en)

Also Published As

Publication number Publication date
CA2113065C (en) 1999-12-14

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed