4132-31-4

Basic information

• Product Name: penta‐O‐benzyl-α-D‐glucopyranoside
• Synonyms: penta‐O‐benzyl-α-D‐glucopyranoside
• CAS NO: 4132-31-4
• Molecular Weight: 630.781
• Mol File: 4132-31-4.mol
• Article Data: 41

Chemical Properties

• CAS DataBase Reference: penta‐O‐benzyl-α-D‐glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: penta‐O‐benzyl-α-D‐glucopyranoside(4132-31-4)
• EPA Substance Registry System: penta‐O‐benzyl-α-D‐glucopyranoside(4132-31-4)

Safety Data

• Hazardous Substances Data: 4132-31-4(Hazardous Substances Data)

Upstream product

• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 100-51-6 benzyl alcohol 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 131531-76-5 p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside 
• 25320-59-6 tetra-O-benzyl glucopyranosyl chloride 
• 53691-70-6 4,6-O-isopropylidene-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 139974-84-8 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-galactopyranoside 
• 211678-08-9 p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 90358-01-3 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate 
• 53081-30-4 tetra-O-benzyl-α-D-galactosyl bromide 
• 3866-62-4 2,3,4,6-tetrakis-O-(phenylmethyl)-1-O-acetyl-α-D-galactopyranose 
• 4304-12-5 benzyl β-D-galactopyranoside 
• 1194045-30-1 but-2-ynyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside 

Downstream Products

• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 35094-65-6 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 4356-77-8 acetyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 1393113-98-8 C₃₈H₄₀O₉ 
• 61277-58-5 ((2R,3R,4S,5R)-3,4,5,6-tetraki s(benzyloxy)tetrahydro-2H-pyran-2-yl)methanol 
• 4196-35-4 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide 
• 233674-59-4 β-2,3,4,6-tetra-O-benzyl-1-valproylglucose 
• 1420671-38-0 α-2,3,4,6-tetra-O-benzyl-1-valproylglucose 
• 85339-00-0 benzyl-6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 27851-30-5 benzyl 6-O-acetyl-2,3,4-tri-O-benzyl-β-D-gluco-pyranoside 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 59531-24-7 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 

Relevant articles and documents

GaCl3-catalyzed activation of alkynyl glycosides for the synthesis of O-glycosides

A catalytic amount of GaCl3 (5 mol%) was found to activate alkynyl glycosides effectively under mild reaction conditions to furnish a variety of O-glycosides in good yields with high β-selectivity. Graphical abstract: [Figure not available: see fulltext.]

Direct dehydrative glycosylation catalyzed by diphenylammonium triflate

Methods for direct dehydrative glycosylations of carbohydrate hemiacetals catalyzed by diphenylammonium triflate under microwave irradiation are described. Both armed and disarmed glycosyl-C1-hemiacetal donors were efficiently glycosylated in moderate to excellent yields without the need for any drying agents and stoichiometric additives. This method has been successfully applied to a solid-phase glycosylation.

An Unexpected FeCl 3/C-Catalyzed β-Stereoselective Glycosylation in the Presence of the C(2)-Benzyl Group

An efficient and completely β-stereoselective glycosylation that did not rely on neighboring group participation is described using 2-20 molpercent FeCl 3 /C as the catalyst and benzylated propargyl glycosides as the donors to reach yields up to 96percent under mild condition. With an octatomic-ring intermediate at the α-face of FeCl 3 /C with alkyne of propargyl glycosides, a panel of aglycones comprising aliphatic, alicyclic, unsaturated alcohols, halogenated alcohols, and phenols with different substitution were examined successfully for the exclusive β-stereoselective glycosylation reaction.