(R)-9-[2-(Hydroxyphosphinylmethoxy)propyl]adenine as the precursor molecule for antivirals

•The biological importance of phosphonates has been a major driving force for antiviral research.•Two acyclic nucleoside phosphonate (ANP) are currently used in HIV/HBV therapy.•We have designed modified ANPs: α-borano and α-thiophosphonates derived from PMEA and PMPA.•We explored here new modifications of the phosphonate group from H-phosphinate as a precursor.•We prepared N-alkylphosphonamidate and alkylphosphonate series derived from PMPA.

The biological importance and practical significance of phosphonates have been a major driving force for antiviral research in the past two decades. We describe in this Letter the potential of the H-phosphinate derivative (R)-9-[2-(hydroxyphosphinylmethoxy)propyl]adenine as the versatile synthetic intermediate in the preparation of N-alkylphosphonamidate and alkylphosphonate series.

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