67310-52-5

Upstream product

• 5328-50-7 D-cellobiose octaacetate 
• 100-51-6 benzyl alcohol 
• 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 
• 18464-08-9 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose 
• 3616-19-1 lactose octaacetate 
• 5160-10-1 2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide 
• 100-39-0 benzyl bromide 
• 122955-82-2 3,6,2',3',4',6'-Hexa-O-acetyl-1,2-O-(benzyl orthoacetyl)-α-lactose 
• 92937-15-0 3,6,2',3',4',6'-Hexa-O-acetyl-1,2-O-(ethyl orthoacetyl)-α-lactose 

Downstream Products

• 62746-91-2 C₆₈H₇₀O₁₁ 
• 642441-84-7 benzyl α,β-lactoside 
• 6992-65-0 benzyl α,β-cellobioside 

Relevant academic research and scientific papers

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).

Synthesis and characterization of 6-O-β-lactosyl-α,β-D-mannopyranoses and 2,6-di-O-β-lactosyl-α,β-D-mannopyranoses. Synthesis and Binding of D-Galactose-terminated Ligands to Human and Rabbit Asialoglycoprotein Receptor. Part IV.

The reaction of 2,3,6,2',3',4',6'-hepta-O-acetyl-α-lactosyl bromide (4) and benzyl 3,4-di-O-benzyl-α-D-mannopyranoside (3) in the presence of mercury(II) cyanide in benzene-nitromethane produced benzyl 3,4-di-O-benzyl-2,6-bis-O-(2,3,6,2',3',4',6'-hepta-O-