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 | |
| Publication status | Published - 2010 Jul 1 |
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Keywords
- 1-deazauridine
- 2,6-dimethoxypyridine
- C-nucleoside
- d-ribonolactone
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Genetics
Cite this
Reinvestigation of the synthesis of 1-deazauridine. / Jen, Cheng Hung; Chien, Tun Cheng.
In: Nucleosides, Nucleotides and Nucleic Acids, Vol. 29, No. 7, 01.07.2010, p. 523-534.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Reinvestigation of the synthesis of 1-deazauridine
AU - Jen, Cheng Hung
AU - Chien, Tun Cheng
PY - 2010/7/1
Y1 - 2010/7/1
N2 - 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.
AB - 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.
KW - 1-deazauridine
KW - 2,6-dimethoxypyridine
KW - C-nucleoside
KW - d-ribonolactone
UR - http://www.scopus.com/inward/record.url?scp=77954308588&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=77954308588&partnerID=8YFLogxK
U2 - 10.1080/15257771003762170
DO - 10.1080/15257771003762170
M3 - Article
C2 - 20589571
AN - SCOPUS:77954308588
VL - 29
SP - 523
EP - 534
JO - Nucleosides, Nucleotides and Nucleic Acids
JF - Nucleosides, Nucleotides and Nucleic Acids
SN - 1525-7770
IS - 7
ER -