Reinvestigation of the synthesis of 1-deazauridine

Cheng Hung Jen; Tun Cheng Chien

doi:10.1080/15257771003762170

Reinvestigation of the synthesis of 1-deazauridine

Cheng Hung Jen, Tun Cheng Chien

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

A thorough study for the synthesis of 1-deazauridine is described. 3-Bromo-2,6-dimethoxy-5-(-d-ribofuranosyl)pyridine, a synthetic precursor for 1-deazauridine, was prepared in seven steps from 2,6-dimethoxypyridine and d-ribose via the ribonolactone approach. Subsequent demethylation was unsuccessful but led to presumable anomerization and isomerization. The effort concluded that the synthesis of 1-deazauridine remained unachieved.

Original language	English
Pages (from-to)	523-534
Number of pages	12
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	29
Issue number	7
DOIs	https://doi.org/10.1080/15257771003762170
Publication status	Published - 2010 Jul 1

Keywords

1-deazauridine
2,6-dimethoxypyridine
C-nucleoside
d-ribonolactone

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Genetics

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KW - d-ribonolactone

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