72366-52-0

Basic information

• Product Name: 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• Synonyms: 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• CAS NO: 72366-52-0
• Molecular Weight: 616.754
• Mol File: 72366-52-0.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(72366-52-0)
• EPA Substance Registry System: 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(72366-52-0)

Safety Data

• Hazardous Substances Data: 72366-52-0(Hazardous Substances Data)

Upstream product

• 139212-74-1 N-sodio-N'-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-4-toluenesulfonohydrazidate 
• 100-39-0 benzyl bromide 
• 1464-44-4 phenyl-β-D-glucopyranoside 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 108-95-2 phenol 
• 89025-46-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride 
• 126709-14-6 1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose 
• 138963-18-5 N'-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-4-toluenesulfonohydrazide 
• 96863-21-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate 
• 79386-43-9 diphenyl 2,3,4,6-tetra-O-benzyl-α-D-glucosyl phosphate 
• 135-19-3 β-naphthol 
• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 1095-03-0 triphenylborane 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 1464-44-4 phenyl-β-D-glucopyranoside 
• 84799-77-9 methyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 

Relevant articles and documents

Stereoselective O-Glycosylations by Pyrylium Salt Organocatalysis**

Despite many years of invention, the field of carbohydrate chemistry remains rather inaccessible to non-specialists, which limits the scientific impact and reach of the discoveries made in the field. Aiming to increase the availability of stereoselective

Metal-free glycosylation with glycosyl fluorides in liquid SO2

Liquid SO2 is a polar solvent that dissolves both covalent and ionic compounds. Sulfur dioxide possesses also Lewis acid properties, including the ability to covalently bind Lewis basic fluoride ions in a relatively stable fluorosulfite anion (FSO2?). Herein we report the application of liquid SO2 as a promoting solvent for glycosylation with glycosyl fluorides without any external additive. By using various temperature regimes, the method is applied for both armed and disarmed glucose and mannose-derived glycosyl fluorides in moderate to excellent yields. A series of pivaloyl-protected O- and S-mannosides, as well as one example of a C-mannoside, are synthesized to demonstrate the scope of the glycosyl acceptors. The formation of the fluorosulfite species during the glycosylation with glycosyl fluorides in liquid SO2 is proved by 19F NMR spectroscopy. A sulfur dioxide-assisted glycosylation mechanism that proceeds via solvent separated ion pairs is proposed, whereas the observed α,β-selectivity is substrate-controlled and depends on the thermodynamic equilibrium.

Copper-mediated anomeric: O -arylation with organoboron reagents

Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl glycosides via Csp2-O bond formation. The method enables the anomeric O-arylation of protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose and arabinofuranose hemiacetals, the α-anomer is generated selectively from mannopyranose and mannofuranose-derived substrates.