1152-39-2

Usage

Uses

Used in Biochemical Research:
4-Methylphenyl 1-thio-b-D-glucopyranoside is used as a substrate for enzyme assays, facilitating the study of carbohydrate metabolism and enzymatic reactions involving glycosidic bonds.
Used in Organic Synthesis:
In the field of organic synthesis, 4-Methylphenyl 1-thio-b-D-glucopyranoside serves as a valuable building block, contributing to the preparation of a variety of complex organic compounds and molecules.
Used in Pharmaceutical Industry:
4-Methylphenyl 1-thio-b-D-glucopyranoside is utilized as a key intermediate in the synthesis of pharmaceutical compounds, particularly those targeting carbohydrate-based drug development.
Used in Carbohydrate Chemistry Research:
As an important compound in carbohydrate chemistry, 4-Methylphenyl 1-thio-b-D-glucopyranoside is employed in research to explore the structure, properties, and potential applications of carbohydrates and their derivatives in various industries.

Upstream product

• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 2280-44-6 D-Glucose 
• 106-45-6 para-thiocresol 
• 604-69-3 β-D-glucose pentaacetate 
• 83-87-4 D-glucose pentaacetate 
• 819814-42-1 β-1-p-tolylthio-6-O-trityl-D-glucopyranose 
• 10257-28-0 D-Galactose 
• 83-87-4 penta-O-acetyl-α-D-galactopyranose 
• 25878-60-8 D-galactose pentaacetate 
• 90114-16-2 2-O-acetyl-D-galactose 
• 1269658-19-6 C₂₆H₂₈O₉S 
• 1269659-06-4 C₃₈H₃₈O₈S 
• 4163-60-4 β-D-galactose peracetate 

Downstream Products

• 97-30-3 methyl D-glucopyranoside 
• 29781-93-9 cyclohexylglucoside 
• 219518-19-1 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 6605-39-6 cyclohexyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 6605-39-6 cyclohexyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 942043-17-6 4-methylphenyl 2,3,4,6-tetrakis-O-trimethylsilyl-1-thio-β-D-glucopyranoside 
• 219518-20-4 4-methylphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 1157902-68-5 C₂₀H₂₆O₇S 
• 1403377-44-5 C₂₇H₂₆O₇S 

Relevant academic research and scientific papers

Simple and Practical Real-Time Analysis of Solid-Phase Reactions by Thin-Layer Chromatography

Solid-phase synthesis is a practical approach for simplifying the time-consuming and routine purification steps in the preparation of numerous naturally occurring molecules; however, studying such reactions is difficult due to the lack of a convenient monitoring method. By using thin-layer chromatography in conjunction with a photolabile linker on a resin, we developed a convenient and simple method for monitoring solid-phase reactions in real time by thin-layer chromatography. This method provides a user-friendly protocol for examining reaction conditions for solid-state syntheses.

Efficient Synthesis of Antigenic Trisaccharides Containing N-Acetylglucosamine: Protection of NHAc as NAc2

The antigenic trisaccharides, α-gal epitope and H antigen, containing N-acetyl-d-glucosamine (GlcNAc) were synthesized using a diacetyl strategy, in which NHAc is tentatively converted to NAc2 during oligosaccharide construction. Acetylation of

Total Synthesis of Nucleoside Antibiotics Plicacetin and Streptcytosine A

Disaccharide nucleoside antibiotics plicacetin and streptcytosine A (also named rocheicoside A) were effectively synthesized through the common precursor cytosamine. The amosamine and amicetose moieties were efficiently assembled through an α-selective O-

Site-Selective Acylation of Pyranosides with Oligopeptide Catalysts

Herein, we report the oligopeptide-catalyzed site-selective acylation of partially protected monosaccharides. We identified catalysts that invert site-selectivity compared to N-methylimidazole, which was used to determine the intrinsic reactivity, for 4,6

Automated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions

The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well-defined reactivity and promoters were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.

Synthesis method of voglibose

The invention provides a synthesis method of voglibose, and solves the technical problems that in an existing synthesis method of voglibose, raw materials are difficult to obtain, high in price, large in investment, low in yield and not suitable for industrial production. The synthesis method comprises the steps: synthesizing a compound V by taking glucose monohydrate and sodium acetate as raw materials through eleven reaction steps; and preparing a compound VIII from the compound V through an addition reaction, a ring-opening reaction and an aldol condensation reaction, and thus obtaining voglibose through amination reduction of the compound VIII. The synthesis method of voglibose can be widely applied to the technical field of voglibose synthesis methods.

Applications of Shoda's reagent (DMC) and analogues for activation of the anomeric centre of unprotected carbohydrates

2-Chloro-1,3-dimethylimidazolinium chloride (DMC, herein also referred to as Shoda's reagent) and its derivatives are useful for numerous synthetic transformations in which the anomeric centre of unprotected reducing sugars is selectively activated in aqueous solution. As such unprotected sugars can undergo anomeric substitution with a range of added nucleophiles, providing highly efficient routes to a range of glycosides and glycoconjugates without the need for traditional protecting group manipulations. This mini-review summarizes the development of DMC and some of its derivatives/analogues, and highlights recent applications for protecting group-free synthesis.

A Synthetic Carbohydrate-Protein Conjugate Vaccine Candidate against Klebsiella pneumoniae Serotype K2

Klebsiella pneumoniae causes pneumonia and liver abscesses in humans worldwide and contains virulence factor capsular polysaccharides and lipopolysaccharides linked to the cell wall. Although capsular polysaccharides are good antigens for vaccine producti

Synthesis of type 1 Lewis b hexasaccharide antigen structures featuring flexible incorporation of l-[U-13C6]-fucose for NMR binding studies

While 13C-labelled proteins are common tools in NMR studies, lack of access to 13C-labelled carbohydrate structures has restricted their use. l-Fucose is involved in a wide range of physiological and pathophysiological processes in mammalian organisms. He

One-pot synthesis of cyclic oligosaccharides by the polyglycosylation of monothioglycosides

Cyclic oligosaccharides such as cyclodextrins (CyDs) have been known as excellent host molecules for the inclusion of various organic guest molecules. The development of new synthetic methods for preparing cyclic oligosaccharides from simple and readily a