Chemical Modification of Lactose. XVI. : Synthesis of Lacto-N-neohexaose

摘要: Reaction of 1, 6-anhydro-2, 2', 3, 4'-tetra-O-benzyl-β-lactose (1, 1 mol eq.) with the acetylated oxazoline N-acetyllactosamine (2, 5 gave derivatives 6'-Nacetyllactosaminyllactose (3, 24.5%) and lacto-N-neohexaose (8, 53.5%). The protecting groups 3 8 were removed by means following series reactions to provide corresponding tetrasaccharide (7) hexasaccharide (12), respectively : debenzylation followed acetylation, acetolysis, de-O-acetylation. 13C-nuclear magnetic resonance spectral data for 6-anhydro-β-derivatives 7 12 are presented.