219518-19-1

Basic information

• Product Name: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside
• Synonyms: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside
• CAS NO: 219518-19-1
• Molecular Formula: C₂₀H₂₂O₅S
• Molecular Weight: 374.45068
• Mol File: 219518-19-1.mol
• Article Data: 29

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside(219518-19-1)
• EPA Substance Registry System: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside(219518-19-1)

Safety Data

• Hazardous Substances Data: 219518-19-1(Hazardous Substances Data)

Usage

General Description

4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside is a chemical compound with a molecular formula of C21H24O6S. It is a thio-glycoside that belongs to the family of glucopyranosides, and it is derived from beta-D-glucose. 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside has a unique structure with a 4-methylphenyl group attached to the glucose molecule, as well as a thioether linkage and a phenylmethylene group. It is used in biochemical and pharmaceutical research as a substrate to study the properties and functions of glycosidases, which are enzymes that hydrolyze glycosidic bonds. Additionally, it may have potential applications in drug development and as a chemical intermediate for the synthesis of other compounds.

Upstream product

• 3395-83-3 4-methylbenzaldehyde dimethylacetal 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 696-63-9 4-Methoxybenzenethiol 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 492-62-6 alpha-D-glucopyranose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 106-45-6 para-thiocresol 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 121523-95-3 (4-methyl)phenyl 1-deoxy-1-thio-D-glucopyranoside 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 83-87-4 D-glucose pentaacetate 
• 604-69-3 β-D-glucose pentaacetate 
• 100-52-7 benzaldehyde 

Downstream Products

• 219518-33-9 4-methylphenyl 4,6-O-benzylidene-3-O-(methoxyethanoyl)-1-thio-β-D-glucopyranoside 
• 219518-20-4 4-methylphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 862851-26-1 4-methylphenyl 2,3-di-O-isoporpylidene-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 755002-38-1 p-tolyl 4,6-O-benzylidene-3-O-p-toluenesulfonyl-1-thio-β-D-glucopyranoside 
• 1135552-11-2 4-methylphenyl 2,3-di-O-(4-fluorobenzoyl)-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 131531-76-5 p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside 
• 596087-18-2 4-methylphenyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside 
• 942043-54-1 p-methylphenyl 4,6-O-benzylidine-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside 
• 1352561-83-1 C₄₅H₄₀O₇S 
• 1352561-52-4 C₃₉H₃₈O₉S 
• 1352561-86-4 C₆₀H₆₂O₁₅ 
• 942044-20-4 p-tolyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(naphthalene-2-ylmethyl)-1-thio-β-D-glucopyranoside 
• 755002-56-3 p-tolyl 2-O-benzoyl-4,6-O-(R)-benzylidene-1-thio-β-D-glucopyranoside 
• 942043-53-0 para-methylphenyl 4,6-O-benzylidene-3-O-para-methoxybenzyl-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Key disaccharide repeat unit of glucuronic mannan oligosaccharide and preparation method of key disaccharide repeat unit

The invention provides a skeleton structure of a key disaccharide repeat unit of glucuronic mannan oligosaccharide and a preparation method of the skeleton structure. According to the key disacchariderepeat unit, glucose and mannose are used as raw materials, the key disaccharide repeat unit of glucuronic mannan oligosaccharide for treating or/and preventing Parkinson's disease and nephropathy isprepared through simple and easy-to-implement synthesis steps, and leaving groups of the key disaccharide repeat unit can be used as a glycosyl donor after being modified. The glucuronic acid can beused as a glycosyl receptor after four-position hydroxyl protecting groups of the glucuronic acid are removed, can be conveniently used for extending a carbohydrate chain of glucuronic mannan oligosaccharide, and has a key application value in the field of synthesis of the glucuronic mannan oligosaccharide.

Stereoselective Phenylselenoglycosylation of Glycals Bearing a Fused Carbonate Moiety toward the Synthesis of 2-Deoxy-β-galactosides and β-Mannosides

A phenylselenoglycosylation reaction of glycal derivatives mediated by diphenyl diselenide and phenyliodine(III) bis(trifluoroacetate) under mild conditions is described. Stereoselective glycosylation has been achieved by installing fused carbonate on those glycals. 3,4-O-Carbonate galactals and 2,3-O-carbonate 2-hydroxyglucals are converted into corresponding glycosides in good yields with excellent β-selectivity, resulting in 2-phenylseleno-2-deoxy-β-galactosides and 2-phenylseleno-β-mannosides which are good precursors of 2-deoxy-β-galactosides and β-mannosides, respectively.

Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

This work demonstrates the utilization of phosphotungstic acid (PTA) as a novel acidic catalyst for carbohydrate reactions, such as per-O-acetylation, regioselective O-4,6 benzylidene acetal formation, regioselective O-4 ring-opening, and glycosylation. These reactions are basic and salient during the synthesis of carbohydrate-based bioactive oligomers. Phosphotungstic acid's high acidity and eco-friendly character make it a tempting alternative to corrosive homogeneous acids. The various homogenous acid catalysts were replaced by the phosphotungstic acid solely for different carbohydrate reactions. It can be widely used as a catalyst for organic reactions as it is thermally stable and easy to handle. In our work, the reactions are operated smoothly under ambient conditions; the temperature varies from 0 °C to room temperature. Good to excellent yields were obtained in all four kinds of reactions.