67310-50-3

Basic information

• Product Name: Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• Synonyms: Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS NO: 67310-50-3
• Molecular Weight: 726.686
• Mol File: 67310-50-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside(67310-50-3)
• EPA Substance Registry System: Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside(67310-50-3)

Safety Data

• Hazardous Substances Data: 67310-50-3(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 178680-64-3 1-[(2R,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester 
• 178680-67-6 1-[(2S,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-1H-[1,2,3]triazole-4,5-dicarboxylic acid di-tert-butyl ester 
• 33012-50-9 2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-cellobiosyl azide 
• 92052-38-5 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl trichloracetimidate 
• 20764-63-0 β-cellobioseoctaacetate 
• 5346-90-7 α-D-cellobiose octaacetate 
• 5328-50-7 D-cellobiose octaacetate 
• 18464-08-9 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose 
• 5160-10-1 2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide 
• 69308-57-2 Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 
• 133321-47-8 hepta-O-acetyl-α-cellobiosyl azide 
• 3616-19-1 lactose octaacetate 

Downstream Products

• 6992-65-0 benzyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside 
• 62746-91-2 C₆₈H₇₀O₁₁ 
• 62867-73-6 benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside 
• 552865-80-2 benzyl 2,3,6-tri-O-benzoyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-mannopyranoside 
• 552865-77-7 C₆₁H₅₂O₁₆ 
• 552865-78-8 benzyl 2,3-di-O-benzoyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-mannopyranoside 
• 642441-84-7 benzyl α,β-lactoside 
• 6992-65-0 benzyl α,β-cellobioside 

Relevant articles and documents

Glycoside synthesis with anomeric 1-N-glycobiosyl-1,2,3-triazoles

1,3-Dipolar cycloaddition of the acetylated 1,2-trans-and 1,2-cis-cellobiosyl, -lactosyl, -maltosyl, and -melibiosyl azides with various acetylenedicarboxylic acid esters gave the corresponding 1-N-glycobiosyl-1,2,3-triazoles (1a,b,c-8a,b,c) which have been used as glycosyl donors for the synthesis of oligosaccharides (15-17) and an anthracycline type antibiotic (18).

Regioselective removal of the anomeric O-benzyl from differentially protected carbohydrates

A mild, regioselective deprotection of the anomeric O-benzyl from multi-functionally protected carbohydrates via catalytic transfer hydrogenation is described. The protocol is tolerant of O-benzyl and O-benzylidene protections at non-anomeric positions, g

Simple preparations of alkyl and cycloalkyl α-glycosides of maltose, cellobiose, and lactose

Alkyl, cycloalkyl, allyl, 4-pentenyl, and benzyl α-glycosides of maltose, cellobiose, and lactose were prepared via direct reaction of the free bioses with a binary AcBr-AcOH system, followed by glycosidation with alcohol using FeCl3 in MeNO2 or CH2Cl2, Zemple?n deacetylation, and the chromatographic resolution of the mixture. The respective β-biosides were obtained via the glycosidation in MeCN. Alkyl, cycloalkyl, allyl, 4-pentenyl, and benzyl α-glycosides of maltose, cellobiose, and lactose were prepared (17-77% yield; α/β = 70/30-96/4) via a direct reaction of the free disaccharides with a binary AcBr-AcOH mixture, followed by glycosidation with alcohol using FeCl3 in MeNO2 or CH2Cl2, Zemple?n deacetylation, and resolution of the anomeric mixture of glycosides by chromatography. Using MeCN as solvent for the glycosidation step, the corresponding β-biosides were also prepared (16-61% yield; α/β = 25/75-5/95).