Synthesis and antiviral evaluation of 2',2',3',3'-tetrafluoro nucleoside analogs

Abstract Herein, we report the synthesis of novel 2′,2′,3′,3′-tetrafluorinated nucleoside analogs along with their phosphoramidate prodrugs. A tetrafluoro ribose moiety was coupled with different Boc/benzoyl-protected nucleobases under Mitsunobu conditions. After deprotection, tetrafluorinated nucleosides 13b , 14b , 20b - 22b were reacted with phenyl-(isopropoxy- l -alaninyl)-phosphorochloridate to afford corresponding monophosphate prodrugs 24b – 28b . All synthesized compounds were evaluated against several DNA and RNA viruses including HIV, HBV, HCV, Ebola and Zika viruses.