97604-29-0

Upstream product

• 108-24-7 acetic anhydride 
• 97604-27-8 benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranosid 

Relevant academic research and scientific papers

SYNTHESE DER TETRA- UND TRISACCHARID-SEQUENZEN VON ASIALO-GM1 UND -GM2. LENKUNG DER REGIOSELEKTIVITAET DER GLYCOSIDIERUNG VON LACTOSE

A regioselective β-glycosidation of lactose derivatives unsubstituted at OH-3' and -4' is possible, depending on the catalyst system applied.With silver silicate or silver carbonate as catalyst under hetrogeneous conditions, β-glycosidation occured selectively at the less reactive OH-4'group of the acceptor, whereas with trimethylsilyl triflate or soluble mercury salt as catalyst under homogeneous conditions, it occured almost exclusively at the more reactive OH-3' group.The reactivity of the glycosyl donor, acceptor, and catalyst had to be properly matched for successful regioselective coupling.In this way, the trisaccharide unit of asialo-GM2-ganglioside, O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-(1--4)-(β-D-galactopyranosyl-(1--4)-D-glucopyranose, and the tetrasaccharide unit of asialo-GM1-ganglioside, O-(β-D-galactopyranosyl)-(1--3)-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-(1--4)-(β-D-galactopyranosyl)-(1--4)-β-D-glucopyranose were synthesized.This new method constitutes a very useful approach in the field of ganglioside synthesis.