Synthesis of novel xylofuranosyloxymethyl nucleosides

Kuchana, Rajani, Mamidyala, Sreeman K. and Mereyala, Hari Babu (2014) Synthesis of novel xylofuranosyloxymethyl nucleosides. Oriental Journal of Chemistry, 30 2: 409-418. doi:10.13005/ojc/300202


Author Kuchana, Rajani
Mamidyala, Sreeman K.
Mereyala, Hari Babu
Title Synthesis of novel xylofuranosyloxymethyl nucleosides
Journal name Oriental Journal of Chemistry   Check publisher's open access policy
ISSN 2231-5039
0970-020X
Publication date 2014
Year available 2014
Sub-type Article (original research)
DOI 10.13005/ojc/300202
Open Access Status DOI
Volume 30
Issue 2
Start page 409
End page 418
Total pages 10
Place of publication Bhopal, Madhya Pradesh, India
Publisher Oriental Scientific Publishing Company
Collection year 2015
Language eng
Abstract The ability to selectively trap xylofuranosyloxy carbocation instead of the xylofuranosyl cation by activation of acetoxymethoxy leaving group at the anomeric centre is demonstrated for the synthesis of xylofuranosyloxymethyl nucleosides. The use of SnCl4 as an activator gives both xylofuranosyloxymethyl and natural nucleosides, whereas use of TMSOTf exhibits selectivity to give xylofuranosyloxymethyl nucleosides in case of uracil, thymine, guanine and a mixture of nucleosides in case of cytosine and adenine.
Keyword Glycosyloxymethyl nucleosides
Lewis acid
Glycosylation
Thymine
Adenine
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Non HERDC
Institute for Molecular Bioscience - Publications
 
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