191485-91-3

Upstream product

• 51842-16-1 methyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 

Downstream Products

• 161016-86-0 methyl 2,3,6-tri-O-benzyl-4-deoxy-α-L-threo-hex-4-enopyranoside 
• 191485-96-8 methyl 2,3,6-tri-O-benzyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-thio-β-D-glucopyranoside 
• 214784-06-2 methyl 2,3,6-tri-O-benzyl-4-O-phthalimido-β-D-glucopyranoside 
• 350501-45-0 (2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-carbonitrile 
• 350501-46-1 C-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-methylamine 
• 350501-48-3 [(3R,4S,5S)-4,5-Bis-benzyloxy-1-((2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-piperidin-3-yl]-methanol 
• 214784-07-3 methyl 4-O-amino-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 173725-37-6 methyl 4-amino-2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranoside 
• 112276-16-1 methyl 2,3,6-tri-O-benzyl-4-O-trifluoromethanesulfonyl-β-D-glucopyranoside 
• 1417643-98-1 methyl 2,3,6-tri-O-benzyl-4-deoxy-4-nitro-β-D-glucoside 
• 19488-49-4 methyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Control of the ambident reactivity of the nitrite ion

In previous studies, it was reported that a neighbouring equatorial ester group is essential for a good yield of nitrite-mediated triflate inversion, whereas with neighbouring benzyl ether groups or axial ester groups, mixtures are generally produced. In

Stereospecific ester activation in nitrite-mediated carbohydrate epimerization

The Lattrell-Dax method of nitrite-mediated substitution of carbohydrate triflates is an efficient method to generate structures of inverse configuration. In the present study, epimerization of gluco- and galactopyranoside derivatives to the corresponding

Inhibition of Glycosidases by Lactam Oximes: Influence of the Aglycon in Disaccharide Analogues

The influence of a substituent at the hydroximo function of the lactam analogue 1 on the inhibition of β- and α-glucosidases is evaluated. In contrast to 1, the O-alkyl oximes 5, 6, 9, and 10 are selective inhibitors of β-glucosidases. Alkylation of the D

Synthesis of methyl 4-thio-β-cellobioside. A reinvestigation

The best yield for the synthesis of the title compound was obtained by nucleophilic displacement of the di-O-triflyl group in methyl tri-O-benzyl-4-O-triflyl-β-D-galactopyranoside by 2,3,4,6-tetra-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranose in HMPA in the presence of diethylamine. Under these conditions, the formation of unsaturated side products was decreased.

Amidine pseudodisaccharides

The synthesis of several aminoglucopyranose-based amidine pseudodisaccharides is described. They may serve as glycosidase inhibitors by virtue of structural similarities to both the reducing and non-reducing pyranose units involved in glycolysis.