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Title: Synthesis of 3 '-S-Phosphonomethyl-Modified Nucleoside Phosphonates with a 3 '-Deoxy-3 '-thio-alpha-L-threosyl Sugar Moiety
Authors: Huang, Qiuya
Herdewijn, Piet # ×
Issue Date: Jul-2011
Publisher: Wiley-VCH
Series Title: European Journal of Organic Chemistry issue:19 pages:3450-3457
Abstract: The synthesis and antiviral evaluation of 3'-deoxy-3'-S-phosphonomethyl-3'-thio-alpha-L-threosyl nucleosides as well as the 2'-deoxy analogues related to PMDTT are described. The key transformations involved the synthesis of the 3'-deoxy-3'-thio-L-threosyl and the 2',3'-dideoxy-3'-thio-L-threosyl derivatives by the Mitsunobu reaction. The phosphonate function was introduced by nucleophilic substitution and the glycosylation was carried out under Vorbruggen conditions. None of these synthesized compounds showed significant in vitro activity against HIV, HCV, and RSV, or cytotoxicity.
ISSN: 1434-193X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry
Interface Valorization Platform (IVAP) (-)
× corresponding author
# (joint) last author

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