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Synthesis of LoganVir, a new carbocyclic nucleoside analogue

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journal contribution
posted on 2016-03-07, 13:49 authored by Luigi Ornano, Armandodoriano Bianco

Starting from a natural cyclopentanoid monoterpene belonging to the class of iridoid glucosides called loganin, we performed the synthesis of a new carbocyclic nucleoside, allowing the preparation of a new lead compound, with a potential HIV antiviral activity as an reverse transcriptase competitive inhibitor that we named LoganVir. The stereocontrol of the coupling reaction was completed utilizing the procedure described by Mitsunobu with a purinic base.