68115-83-3

Upstream product

• 97604-21-2 benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 

Downstream Products

• 97604-23-4 benzyl-2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-β-D-galactopyanosyl)-β-D-glucopyranosid 
• 1429254-98-7 benzyl 4-O-(6-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1429254-99-8 benzyl 4-O-(3,4-O-isopropylidene-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1429255-00-4 benzyl 2,3,6-tri-O-benzoyl-4-O-(2-O-benzoyl-3,4-O-isopropylidene-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1429255-01-5 benzyl 2,3,6-tri-O-benzoyl-4-O-(2-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1429255-06-0 benzyl 2,3,6-tri-O-benzoyl-4-O-(2-O-benzoyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-β-D-glucopyranoside 

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.