Synthesis of Novel Fluorinated 2′,3′-Dideoxynucleosides (original) (raw)
Nucleosides & nucleotides
The synthesis of various 2′,3′-dideoxypyrimidine nucleosides, starting from 5-(2,2,2-trifluoroethoxymethyl) (10) and 5-(bis-2,2,2-trifluoroethoxy)methyl-2′-deoxyuridine (11), is described. These compounds were synthesized for screening against herpes simplex virus type-1 and type-2, and HIV virus.
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The structures of several potent NRTIs, such as stavudine (d4T), abacavir, reverset (d-d4FC), and elvucitabine (l-d4FC) highlight the important role of a 2',3'-double bond to enhance the antiviral activity (Figure 1). 1 Additionally, carbocyclic nucleosides such as abacavir ...
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