A simple and efficient method for synthesis of 5-substituted 2’-deoxyuridine nucleosides using metal–halogen exchange reaction of 5-iodo-2’-deoxyuridine sodium salt

Mariko Aso, Toshiyuki Kaneko, Morihide Nakamura, Noboru Koga, Hiroshi Suemune

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Treatment of the sodium salt of 2’-deoxy-3’, 5’-bis-O-(tert-butyldimethylsilyl)-5-iodouridine (3) with n-BuLi effected regioselective lithiation at the 5-position and the following reaction with various electrophiles afforded 5-substituted 2’-deoxyuridines including 1b, the precursor of stable spin-labeled 1a, in good yields.

Original languageEnglish
Pages (from-to)1094-1095
Number of pages2
JournalChemical Communications
Volume3
Issue number9
DOIs
Publication statusPublished - Jan 1 2003

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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