First Total Synthesis of 5'--α-d-Glucopyranosyl Tubercidin.

The first total synthesis of 5'--α-d-glucopyranosyl tubercidin was successfully developed. It is a structurally unique disaccharide 7-deazapurine nucleoside exhibiting fungicidal activity, and was isolated from blue-green algae. The total synthesis was accomplished in eight steps with 27% overall yield from commercially available 1--acetyl-2,3,5-tri--benzoyl-β-d-ribose.