Unit

UNIT 1.12 Synthesis of Fluorinated Nucleosides

  1. Satoshi Katayama1,
  2. Satoshi Takamatsu1,
  3. Naoko Hirose1,
  4. Kunisuke Izawa1,
  5. Tokumi Maruyama2

Published Online: 1 JUL 2006

DOI: 10.1002/0471142700.nc0112s25

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Katayama, S., Takamatsu, S., Hirose, N., Izawa, K. and Maruyama, T. 2006. Synthesis of Fluorinated Nucleosides. Current Protocols in Nucleic Acid Chemistry. 25:1.12:1.12.1–1.12.30.

Author Information

  1. 1

    AminoScience Laboratories, Ajinomoto Co., Kanagawa, Japan

  2. 2

    Tokushima Bunri University, Kagawa, Japan

Publication History

  1. Published Online: 1 JUL 2006
  2. Published Print: JUN 2006

Abstract

Two practical synthetic approaches to the production of lodenosine [FddA, 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine] via 6-chloropurine riboside or 6-chloropurine 3′-deoxyriboside are described. The reaction sequence contains new fluorination methods and new applications of radical reduction. The reagents and reaction conditions of each step have been carefully selected to ensure robustness and safety.

Keywords:

  • Lodenosine;
  • FddA);
  • adenine 2′-deoxy-2′-fluoroarabinoside;
  • FdaraA;
  • 6-chloropurine 3′-deoxyriboside;
  • fluorination;
  • radical reduction