SYNTHESIS OF 3′-AZIDO-2′, 3′-DIDEOXY-4′-KETOHEXOPYRANOID ANALOGUES AS POSSIBLE ANTIVIRAL NUCLEOSIDES

…, KX Mulligan, KK Redda, AP Ollapally

Index: Khan, Abdul R.; Mulligan, Kimberly X.; Redda, Kinfe K.; Ollapally, Abraham P. Synthetic Communications, 2002 , vol. 32, # 7 p. 1023 - 1030

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Abstract

ABSTRACT Peracetylated 2-deoxy-d-glucose was coupled with silylated bases. The product was deacetylated and the 4′, 6′-hydroxy groups were then protected. An azido group was introduced at the 3′-carbon via tosylation, followed by deprotection, tritylation, and oxidation to give the final compound.