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- Synthesis of unnatural 3′-phospha-2′-deoxyfuranose nucleoside analogues. doi link

Auteur(s): Dayde Bénédicte, Pierra Claire, Gosselin G., Surleraux Dominique, Tidjani Ilagouma Amadou, Volle Jean-Noël, Virieux David, Pirat Jean-Luc

(Article) Publié: Tetrahedron Letters, vol. 55 p.6328–6330 (2014)


Ref HAL: hal-01084091_v1
DOI: 10.1016/j.tetlet.2014.09.102
Résumé:

This Letter describes the synthesis of racemic analogues of unnatural 2′-deoxy nucleoside with a phosphorus atom replacing the carbon atom in the 3′-position. A seven-step sequence was developed in racemic series to afford unnatural 3′-phospha-2′-deoxyfuranose nucleosides. The phospha nucleoside analogues were tested against HCV, but did not show any antiviral activity at a 10 μM maximum concentration used for the inhibition assays of analogues 2-T, 2-C and 4-Tα.