15384-58-4

Basic information

• Product Name: (2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: (2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE
• CAS NO: 15384-58-4
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.41
• Mol File: 15384-58-4.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 541.1±50.0 °C(Predicted)
• Appearance: /
• Density: 1.27±0.1 g/cm3(Predicted)
• PKA: 12.67±0.70(Predicted)
• CAS DataBase Reference: (2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE(15384-58-4)
• EPA Substance Registry System: (2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE(15384-58-4)

Safety Data

• Hazardous Substances Data: 15384-58-4(Hazardous Substances Data)

Usage

Description

(2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE is a chemical compound that belongs to the family of alpha-glucosides. It is a derivative of alpha-D-glucose and contains two benzyl groups attached at the 2-O and 4,6-O positions of the glucose molecule. The benzyl groups attached to the glucose molecule confer unique chemical and physical properties to the compound, making it a valuable building block for the synthesis of diverse molecular structures.

Uses

Used in Carbohydrate Chemistry:
(2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE is used as a building block for the synthesis of novel glycosides and carbohydrate-based materials. Its unique chemical and physical properties make it a valuable component in the development of new molecular structures.
Used in Pharmaceutical Research:
(2-O-BENZYL-4,6-O-BENZYLIDENE) METHYL-ALPHA-D-GLUCOPYRANOSIDE may have potential biological activities, and further research may reveal its pharmacological relevance in the future. Its unique structure and properties could make it a promising candidate for the development of new drugs and therapeutic agents.

Upstream product

• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 2397-26-4 N,N-dimethyl(chlorophenylmethylene)ammonium chloride 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 620-05-3 iodomethylbenzene 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 611-74-5 N,N-dimethylbenzamide 
• 14155-23-8 methyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 709-50-2 methyl beta-D-glucopyranoside 
• 73395-14-9 methyl (R,R)-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside 
• 106499-04-1 methyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 216758-63-3 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-α-D-mannopyranoside 
• 67-56-1 methanol 

Downstream Products

• 116391-14-1 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside 
• 116415-24-8 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside 
• 116391-12-9 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)α-D-glucopyranoside 
• 53958-32-0 methyl α-D-glucopyranoside 2-benzyl ether 
• 129948-13-6 methyl 3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 129948-12-5 methyl 3-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 37180-46-4 methyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 152038-10-3 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 58341-67-6 methyl 2,4-di-O-benzyl-α-D-mannopyranoside 
• 95015-48-8 methyl 2,6-di-O-benzyl-α-D-mannopyranoside 
• 86342-19-0 methyl 2,4-di-O-benzyl-β-D-mannopyranoside 
• 86342-20-3 methyl 2,6-di-O-benzyl-β-D-mannopyranoside 
• 58341-56-3 Methyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 106499-04-1 methyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 

Relevant articles and documents

Synthesis and binding affinity analysis of α1-2- and α1-6-O/S-linked dimannosides for the elucidation of sulfur in glycosidic bonds using quartz crystal microbalance sensors

The role of sulfur in glycosidic bonds has been evaluated using quartz crystal microbalance methodology. Synthetic routes towards α1-2- and α1-6-linked dimannosides with S- or O-glycosidic bonds have been developed, and the recognition properties assessed in competition binding assays with the cognate lectin concanavalin A. Mannose-presenting QCM sensors were produced using photoinitiated, nitrene-mediated immobilization methods, and the subsequent binding study was performed in an automated flow-through instrumentation, and correlated with data from isothermal titration calorimetry. The recorded Kd-values corresponded well with reported binding affinities for the O-linked dimannosides with affinities for the α1-2-linked dimannosides in the lower micromolar range. The S-linked analogs showed slightly disparate effects, where the α1-6-linked analog showed weaker affinity than the O-linked dimannoside, as well as positive apparent cooperativity, whereas the α1-2-analog displayed very similar binding compared to the O-linked structure.

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

Acceptor Reactivity in the Total Synthesis of Alginate Fragments Containing α- L -Guluronic Acid and β- D -Mannuronic Acid

The total synthesis of mixed-sequence alginate oligosaccharides, featuring both β-D-mannuronic acid (M) and α-L-guluronic acid (G), is reported for the first time. A set of GM, GMG, GMGM, GMGMG, GMGMGM, GMGMGMG, and GMGGMG alginates was assembled using GM