Synthesis and evaluation of antiviral activity of L-acosamine and L-ristosamine nucleosides of furanose configuration.

J Lau, EB Pedersen, CM Nielsen

Index: Lau; Pedersen; Nielsen Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1991 , vol. 45, # 6 p. 616 - 620

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Citation Number: 6

Abstract

Mereurie-catalyzed hydrolysis of acetylated L-rhamnal 1 gives an ot,| 3-unsaturated aldehyde 2. 1, 4-Addition of DBU—phthalimide salt with concomitant acetyl shift resulted in L- ribo and L-arabino isomers of 5-O-acetyl-2, 3, 6-trideoxy-3-phthalimidohexofuranose 3 and 4. After acetylation at the anomeric center, coupling with silylated thymine resulted in three new nucleosides. with L-acosamine and L-ristosamine of furanose configuration as the ...