2,3,5-Tri-O-benzyl-b-D-arabinofuranose is a stereoselective analog that inhibits human maltase glucoamylase and acetylation. It is also a potent nucleophile that reacts with the hydroxyl group of dimethyl fumarate to form an acetal linkage. This compound is used in the stereoselective synthesis of oligosaccharides and carbohydrates.