Various 4-deoxy-4-fluoro-xylosides were prepared using click chemistry for evaluating their potential utility as inhibitors of glycosaminoglycan biosynthesis. 2, 3-Di-O-benzoyl-4-deoxy-4- fluoro-β-d-xylopyranosylazide, obtained from l-arabinopyranose by six steps, was treated with a wide variety of azide-reactive triple bond-containing hydrophobic agents in the presence of Cu2+ salt/ascorbic acid, a step known as click chemistry. After click chemistry, ...