97604-21-2

Upstream product

• 108-24-7 acetic anhydride 
• 97604-22-3 benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 

Downstream Products

• 68115-83-3 benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 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 

Relevant academic research and scientific papers

THE ACETONATION OF LACTOSE AND BENZYL β-LACTOSIDE WITH 2-METHOXYPROPENE

The acetonation of lactose with 2-methoxypropene afforded 4,6-O-isopropylidene lactose (2) and a diacetal which, after acetylation, gave an α,β-anomeric mixture of 1,2,6,3'-tetra-O-acetyl-3,2':4',6'-di-O-isopropylidene lactose (4).Acetonation of benzyl β-

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.

4-O-beta-D-Galactopyranosyl-3-O-methyl-D-glucose: a new synthesis and application to the evaluation of intestinal lactase.

4-O-beta-D-Galactopyranosyl-3-O-methyl-D-glucose (1, 3-O-methyl-lactose) has been prepared from benzyl 2,6-di-O-benzyl-4-O-(2,6-di-O-benzyl-3, 4-O-isopropylidene-beta-D-galactopyranosyl)-beta-D-glucopyranoside (5) and from benzyl 2,6-di-O-benzyl-4-O-(2,3,