D-Ribose was cyclized to ribofuranose in methanol under acid condition. After protection of the 2- and 3-hydroxy groups by isopropylene, the sugar was reacted with p-toluenesulfonyl chloride to afford 5-O-p-toluenesulfonyl-2,3-O-isopropylene-1-α/β-D-ribofuranose, whose toluenesulfonyloxy group was replaced by N-substituted piperazine or morpholine, and the isopropylene group was removed under acid condition to give 5-heterocyclo-1-α/β-D-5-deoxyribofuranoses. The target compounds were identified by ¹H NMR, MS techniques and element analysis.

Key words: nucleoside analog, 5-(4-substituted-piperazinyl)ribofuranose, 1,5-bis-heterocyclo-5-deoxyribofuranoside, synthesis