74801-06-2

Basic information

• Product Name: 1,2,3-Tri-O-benzyl-b-D-galactopyranoside
• Synonyms: 1,2,3-Tri-O-benzyl-b-D-galactopyranoside;PhenylMethyl 2,3-Bis-O-(phenylMethyl)-β-D-galactopyranoside
• CAS NO: 74801-06-2
• Molecular Formula: C₂₇H₃₀O₆
• Molecular Weight: 0
• Product Categories: Carbohydrates & Derivatives
• Mol File: 74801-06-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 117-119°C
• Appearance: /
• Solubility: Acetone, DMSO, Methanol
• CAS DataBase Reference: 1,2,3-Tri-O-benzyl-b-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Tri-O-benzyl-b-D-galactopyranoside(74801-06-2)
• EPA Substance Registry System: 1,2,3-Tri-O-benzyl-b-D-galactopyranoside(74801-06-2)

Safety Data

• Hazardous Substances Data: 74801-06-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Upstream product

• 100-39-0 benzyl bromide 
• 15038-70-7 benzyl 2-O-benzyl-β-D-galactopyranoside 
• 57783-80-9 benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 56341-65-2 Benzyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 10343-13-2 benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 4304-12-5 benzyl β-D-galactopyranoside 
• 100-51-6 benzyl alcohol 
• 4163-60-4 β-D-galactose peracetate 
• 14897-51-9 Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside 
• 78727-64-7 benzyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 

Downstream Products

• 84073-65-4 Benzyl 2,3-di-O-benzyl-6-O-phenyl-β-D-galactopyranoside 
• 84073-64-3 Benzyl 2,3-di-O-benzyl-4-O-phenyl-β-D-galactopyranoside 
• 130457-80-6 (2S,4S,5R,6R)-4-Acetoxy-2-((2R,3S,4S,5R,6R)-3-acetoxy-4,5,6-tris-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 35017-04-0 benzyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside 
• 57783-81-0 Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 107557-56-2 Benzyl-2,3-di-O-benzyl-6-O-tosyl-β-D-galactopyranosid 
• 85194-33-8 (4aR,6R,7R,8S,8aS)-6,7,8-Tris-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 85194-34-9 benzyl 2,3-di-O-benzyl-6-O-(methoxydimethyl)methyl-β-D-galactopyranoside 
• 82206-46-0 (4aR,6R,7R,8S,8aS)-6,7,8-Tris-benzyloxy-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 17120-54-6 benzyl 2,3-di-O-benzyl-β-D-galactopyranosiduronic acid 
• 97058-70-3 2.3-Di-O-benzyl-6-O-triphenylmethyl-benzyl-β-D-galactopyranosid 
• 344550-92-1 Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 
• 344550-93-2 Benzyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside 
• 344551-06-0 Benzyl O-(6-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside 

Relevant articles and documents

Molecular-Level Understanding of the Major Fragmentation Mechanisms of Cellulose Fast Pyrolysis: An Experimental Approach Based on Isotopically Labeled Model Compounds

Evaluation of the feasibility of various mechanisms possibly involved in cellulose fast pyrolysis is challenging. Therefore, selectively 13C-labeled cellotriose, 18O-labeled cellobiose, and 13C- and 18O-doubly-labeled cellobiose were synthesized and subjected to fast pyrolysis in an atmospheric pressure chemical ionization source of a linear quadrupole ion trap/orbitrap mass spectrometer. The initial products were immediately quenched, ionized using ammonium cations, and subsequently analyzed using the mass spectrometer. The loss or retention of isotope labels upon pyrolysis unambiguously revealed three major competing mechanisms - sequential losses of glycolaldehyde/ethenediol molecules from the reducing end (the reducing-end unraveling mechanism), hydroxymethylene-assisted glycosidic bond cleavage (HAGBC mechanism), and Maccoll elimination. Important discoveries include the following: (1) Reducing-end unraveling is the predominant mechanism occurring at the reducing end; (2) Maccoll elimination facilitates the cleaving of aglyconic bonds, and it is the mechanism leading to formation of reducing carbohydrates; 3) HAGBC occurs for glycosides but not at the reducing end of cellodextrins; 4) HAGBC and water loss are the predominant reactions for fast pyrolysis of 1,6-anhydrocellodextrins; and 5) HAGBC can proceed after reducing-end unraveling but unraveling does not occur once the HAGBC reaction pathway is initiated. Moreover, hydrolysis was conclusively ruled out for fast pyrolysis of cellobiose, cellotriose, and 1,6-anhydrocellodextrins up to cellotetraosan. No radical reactions were observed.

Anchimeric assistance by the anomeric phenylthio group in the nucleophilic substitution of a 6-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Nucleophilic displacement by the cyanide anion of the 6-O-triflyl group in phenyl 6-O-triflyl-2,3-di-O-benzyl-4-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside takes place via an intermediate 1,6-sulfonium salt resulting from the anchimeric assistance of the C-1 phenylthio group. Copyright (C) 1999 Elsevier Science Ltd.