ABSTRACT

Experimental Methods ........................................................................................... 214 General Methods ............................................................................................... 214

Benzyl 2,3,4,6-Tetra-O-Benzyl-β-d-Galactopyranosyl-(1 → 4)-2,3,6-TriO-Benzyl-β-d-Glucopyranoside (II) ............................................................ 215 2,3,4,6-Tetra-O-Benzyl-d-Galactopyranose (IV), 2,3,6-Tri-O-Benzyld-Glucopyranose (V) and 1-O-Acetyl-2,3,4,6-Tetra-O-Benzyl-β-dGalactopyranose (III) ................................................................................... 216

References ..............................................................................................................220

Protected carbohydrate hemiacetals may be converted into glycosyl donors (e.g., trichloroacetimidates)1 or used as donors directly.2 Alternatively, they may be used as substrates for nucleophilic addition reactions.3 The galactose hemiacetal IV may be prepared from galactose via a glycoside4 or a thioglycoside5 to protect the anomeric position during the introduction of benzyl ethers. Here, we describe a short route6 to multigram quantities of 2,3,4,6-tetra-O-benzyl-d-galactopyranose IV and also the gluco hemiacetal V starting from lactose.