18404-75-6

Upstream product

• 18404-74-5 benzyl-2,3,6-tri-O-acetyl-4-O-(2,6-di-O-acetyl-3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid 

Downstream Products

• 94926-43-9 benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid 
• 174360-55-5 benzyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1<*>3)-(4-O-acetyl-2-deoxy-2-phthalimido-6-O-trimethylacetyl-β-D-glucopyranosyl)-(1<*>3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 18404-76-7 benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 18404-78-9 benzyl β-D-galactopyranosyl-(1->3)-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside 
• 18404-77-8 benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 174360-56-6 benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-(4-O-acetyl-2-deoxy-2-phthalimido-6-O-trimethylacetyl-β-D-glucopyranosyl)-(1<*>3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 132410-57-2 methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-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.