Unit

UNIT 1.3 Synthesis of N2-Substituted Deoxyguanosine Nucleosides from 2-Fluoro-6-O-(Trimethylsilylethyl)-2′-Deoxyinosine

  1. Thomas M. Harris,
  2. Constance M. Harris

Published Online: 1 MAY 2001

DOI: 10.1002/0471142700.nc0103s00

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Harris, T. M. and Harris, C. M. 2001. Synthesis of N2-Substituted Deoxyguanosine Nucleosides from 2-Fluoro-6-O-(Trimethylsilylethyl)-2′-Deoxyinosine. Current Protocols in Nucleic Acid Chemistry. 00:1.3:1.3.1–1.3.19.

Author Information

  1. Vanderbilt University, Nashville, Tennessee

Publication History

  1. Published Online: 1 MAY 2001
  2. Published Print: FEB 2000

Abstract

Syntheses of N2-substituted nucleosides have been studied for many years, primarily with ribonucleosides. However, the primary route to these compounds requires acidic conditions that are too vigorous for the acid-labile deoxyribonucleosides. The current strategy takes advantage of methods for low-temperature, nonaqueous diazotization of ribosides in organic solvents using t-butyl nitrate as the diazotizing agent and HF/pyridine as the fluoride source for the preaparation of a 2-fluoro-2?-deoxyinosine derivative that can be used to synthesize N2-substituted deoxyguanosine.