108644-64-0

Basic information

• Product Name: methyl 3-O-benzyl-α,β-D-glucopyranoside
• Synonyms: methyl 3-O-benzyl-α,β-D-glucopyranoside
• CAS NO: 108644-64-0
• Molecular Weight: 284.309
• Mol File: 108644-64-0.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: methyl 3-O-benzyl-α,β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-benzyl-α,β-D-glucopyranoside(108644-64-0)
• EPA Substance Registry System: methyl 3-O-benzyl-α,β-D-glucopyranoside(108644-64-0)

Safety Data

• Hazardous Substances Data: 108644-64-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 10230-17-8 O³-benzyl-D-glucose 
• 100-39-0 benzyl bromide 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 7664-93-9 sulfuric acid 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 
• 67-64-1 acetone 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 2774-19-8 methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 6988-40-5 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 
• 81348-19-8 methyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranoside 

Downstream Products

• 155194-90-4 Methyl 3-O-benzyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-β-D-galactopyranoside 
• 127073-11-4 methyl 3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside 
• 127073-12-5 methyl 3-O-benzyl-2,6-di-O-bromoacetyl-β-D-galactopyranoside 
• 121312-52-5 methyl 3-O-benzyl-4,6-O-isopropylidene-β-D-glucopyranoside 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 
• 1323140-37-9 methyl 3-O-benzyl-2-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside 
• 1323140-39-1 methyl 3-O-benzyl-6-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside 
• 39708-10-6 methyl 3-O-benzyl-2,4,6-tri-O-methyl-α-D-glucopyranoside 
• 1379442-54-2 methyl 3-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1379442-50-8 methyl 3-O-benzyl-6-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-β-D-glucopyranoside 
• 1379442-52-0 methyl 3-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-α-D-glucopyranoside 
• 69412-16-4 C₁₇H₂₆O₆ 
• 1372631-55-4 methyl 3-O-benzyl-2,4-di-O-(trifluoromethanesulfonyl)-6-O-trityl-β-D-glucopyranoside 
• 1372631-67-8 N-benzyl-3-O-benzyl-2,4-dideoxy-2,4-imino-D-talitol 

Relevant articles and documents

Studies of model compounds for the analysis of ester-containing polysaccharides by the reductive-cleavage method

The four O-propionyl regioisomers of methyl tri-O-methyl-α-D-glucopyranoside and the 2- and 3-O-propionyl regioisomers of methyl tri-O-methyl-β-D-glucopyranoside were subjected to reductive cleavage in the presence of Et3SiH and Me3S

Both d - And l -Glucose Polyphosphates Mimic d - myo-Inositol 1,4,5-Trisphosphate: New Synthetic Agonists and Partial Agonists at the Ins(1,4,5)P3Receptor

Chiral sugar derivatives are potential cyclitol surrogates of the Ca2+-mobilizing intracellular messenger d-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P3]. Six novel polyphosphorylated analogues derived from both d- and l-glucose were synthesized. Binding to Ins(1,4,5)P3 receptors [Ins(1,4,5)P3R] and the ability to release Ca2+ from intracellular stores via type 1 Ins(1,4,5)P3Rs were investigated. β-d-Glucopyranosyl 1,3,4-tris-phosphate, with similar phosphate regiochemistry and stereochemistry to Ins(1,4,5)P3, and α-d-glucopyranosyl 1,3,4-tris-phosphate are full agonists, being equipotent and 23-fold less potent than Ins(1,4,5)P3, respectively, in Ca2+-release assays and similar to Ins(1,4,5)P3 and 15-fold weaker in binding assays. They can be viewed as truncated analogues of adenophostin A and refine understanding of structure-activity relationships for this Ins(1,4,5)P3R agonist. l-Glucose-derived ligands, methyl α-l-glucopyranoside 2,3,6-trisphosphate and methyl α-l-glucopyranoside 2,4,6-trisphosphate, are also active, while their corresponding d-enantiomers, methyl α-d-glucopyranoside 2,3,6-trisphosphate and methyl α-d-glucopyranoside 2,4,6-trisphosphate, are inactive. Interestingly, both l-glucose-derived ligands are partial agonists: they are among the least efficacious agonists of Ins(1,4,5)P3R yet identified, providing new leads for antagonist development.

Regioselective alkylation of carbohydrates and diols: A cheaper iron catalyst, new applications and mechanism

As an extension of our previous research on the regioselective protection of carbohydrates and diols, we developed an iron catalyst, Fe(dibm)3 (dibm = diisobutyrylmethane), which has an unusually broad catalytic scope in the selective monoalkyl