112289-36-8

Upstream product

• 112346-75-5 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride 
• 77790-45-5 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranose 
• 4163-60-4 β-D-galactose peracetate 
• 20672-66-6 3,4,5-tri-O-benzyl-D-galactopyranose 
• 112346-25-5 1,2-O-ethylidene-3,4,6-tris-O-benzyl-α-D-galactopyranoside 
• 81969-44-0 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-D-galactopyranose 
• 66492-24-8 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose 
• 81120-51-6 1,2-O-((1RS)-1-ethoxyethylidene)-β-D-galactopyranose 
• 3254-15-7 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 

Downstream Products

• 188398-90-5 O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranosyl fluoride 
• 188398-89-2 1-4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)>-4,5-di-tert-butyloxycarbonyl-1,2,3-triazole 
• 188398-88-1 O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide 

Relevant academic research and scientific papers

A new method of anomeric protection and activation based on the conversion of glycosyl azides into glycosyl fluorides

Glycosyl azides provide reliable anomeric protection stable to conditions for hydrolytic removal of ester groups, for reductive opening or release of acetalic diol protection, for the introduction of ether-type protection, and for glycosylation processes. The utility of this anomeric protection is further enhanced as glycosyl azides may be converted into glycosyl fluorides, which can be activated for glycosylation reactions. To this end, glycosyl azides have been subjected to 1,3-dipolar cycloaddition with di-tert-butyl acetylenedicarboxylate. On treatment with hydrogen fluoride-pyridine complex the N-glycosyl triazole derivatives directly give glycosyl fluorides. Glycosyl azides provide reliable anomeric protection stable to conditions for hydrolytic removal of ester groups, for reductive opening or release of acetalic idol protection, for the introduction of ether-type protection, and for glycosylation processes. The utility of this anomeric protection is further enhanced as glycosyl azides may be converted into glycosyl fluorides, which can be activated for glycosylation reactions. To this end, glycosyl azides have been subjected to 1,3-dipolar cycloaddition with di-tert-butyl acetylenedicarboxylate. On treatment with hydrogen fluoride-pyridine complex the N-glycosyl triazole derivatives directly give glycosyl fluorides.

SYNTHESIS OF SUBSTITUTED 2,7-DIOXABICYCLOHEPTANES: 1,2-ANHYDRO-3,4,6-TRI-O-BENZYL-AND 1,2-ANHYDRO-3,4,6-TRI-O-(p-BROMOBENZYL)-α-D-GALACTOPYRANOSE

The title compounds were synthesized from D-galactose via 9 steps.For obtaining stable, 1,2-blocked D-galactopyranose ethers, the 1,2-hydroxyl groups were protected with an ethylidene group instead of a 1-ethoxyethylidene group.The key intermediates for t