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Phosphoramidate protides of 2',3'-dideoxy-3'-fluoroadenosine and related nucleosides with potent activity against HIV
Kristjan S Gudmundsson1, Susan M Daluge, Lance C Johnson
1Division of Chemistry, GlaxoSmithKline, Research Triangle Park, North Carolina 27709, USA. Kristjan.S.Gudmundsson@gsk.com
Abstract:
Syntheses of phosphoramidate protides of several 2',3'-dideoxy-3'-fluoroadenosine derivatives by treatment of the nucleoside with phosphorochloridates in the presence of pyridine and t-BuMgCl is described. Several of these protides showed significantly improved antiviral potency over the parent nucleoside against HIV and HBV. Especially marked was the improvement in potency of phosphoramidate protides of 2',3'-dideoxy-3'-fluoroadenosine against both HIV and HBV.
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