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Your search keyword '"Pradere, Ugo"' showing total 2 results
Start Over Author "Pradere, Ugo" Topic prodrugs
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2. Synthesis of 5'-methylene-phosphonate furanonucleoside prodrugs: application to D-2'-deoxy-2'-α-fluoro-2'-β-C-methyl nucleosides.

Author

Pradere U, Amblard F, Coats SJ, and Schinazi RF

Subjects
Amides chemistry, Amides pharmacology, Antiviral Agents chemical synthesis, Methane analogs & derivatives, Molecular Structure, Nucleosides chemistry, Nucleosides pharmacology, Phosphoric Acids chemistry, Phosphoric Acids pharmacology, Prodrugs chemistry, Prodrugs pharmacology, Hepacivirus drug effects, Nucleosides chemical synthesis, Prodrugs chemical synthesis
Abstract

A new and facile synthetic pathway to metabolically stable 5'-methylene-bis(pivaloyloxymethyl)(POM)phosphonate furanonucleoside prodrugs is reported. The key step involves a Horner-Wadsworth-Emmons reaction of a tetra(pivaloyloxymethyl) bisphosphonate salt with appropriately protected 5'-aldehydic nucleosides. This efficient approach was applied for the synthesis HCV related 2'-deoxy-2'-α-fluoro-2'-β-C-methyl nucleosides.

Published
2012
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