28244-94-2

Usage

Uses

Used in Organic Synthesis:
4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is used as a building block in organic synthesis for the preparation of various complex organic compounds. Its unique structure and reactivity make it a valuable component in the synthesis of a wide range of molecules.
Used in Chemical Research:
In the field of chemical research, 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside serves as an intermediate for the development of new chemical reactions and methodologies. Its diverse applications in chemistry and biochemistry make it an essential tool for researchers exploring novel synthetic pathways and mechanisms.
Used in Pharmaceutical Industry:
4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique chemical properties and reactivity enable the development of new drugs with potential therapeutic applications.
Used in Biochemical Research:
In biochemical research, 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is employed as a starting material for the preparation of bioactive molecules and glycoconjugates. Its ability to form stable glycosidic linkages makes it a valuable tool for studying carbohydrate-based interactions and their biological implications.
Overall, 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is a versatile chemical compound with diverse applications in various industries, including organic synthesis, chemical research, pharmaceuticals, and biochemistry. Its unique structure and reactivity make it an essential component in the development of new compounds and methodologies.

Upstream product

• 106-45-6 para-thiocresol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 149717-36-2 dibenzyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl phosphite 
• 153658-88-9 Acetic acid (3aR,5R,6R,7S,7aR)-6-acetoxy-5-acetoxymethyl-2-(bis-benzyloxy-phosphoryl)-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 
• 604-69-3 β-D-glucose pentaacetate 
• 83-87-4 D-glucose pentaacetate 
• 13035-49-9 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide 
• 108-24-7 acetic anhydride 
• 794520-99-3 p-tolyl 6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside 
• 103-19-5 di(p-tolyl) disulfide 
• 4451-35-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride 
• 19879-84-6 tetraacetyl thioglucose 
• 624-31-7 4-tolyl iodide 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 

Downstream Products

• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 79414-62-3 methyl 2,4,6-tri-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside 
• 74808-17-6 methyl 6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 71692-91-6 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 219518-19-1 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 323195-41-1 p-methylphenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranoside 
• 323195-40-0 p-methylphenyl 4,6-O-benzylidene-2,3-di-O-benzoyl-1-thio-β-D-glucopyranoside 
• 323195-42-2 p-methylphenyl 2,3-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside 
• 323195-43-3 p-methylphenyl 2,3-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-1-thio-β-D-glucopyranoside 
• 1111726-77-2 p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 868241-49-0 (p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 

Relevant academic research and scientific papers

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

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.

Concise Synthesis of 1-Thioalkyl Glycoside Donors by Reaction of Per-O-acetylated Sugars with Sodium Alkanethiolates under Solvent-Free Conditions

A relatively green method for synthesizing 1-thioalkyl glycosides has been developed, where sodium alkanethiolates were used to react with per-O-acetylated sugars instead of odorous alkyl mercaptans in the presence of BF3·Et2O without the use of solvents under mild conditions. Furthermore, we found that 1,2-trans-β-thioglycosides can be converted into corresponding 1,2-cis-α-thioglycosides in the presence of trifluoromethanesulfonic acid in nonpolar solvents under mild conditions. This provides a simple and efficient new approach for synthesizing challenging 1,2-cis-α-thioglycosides.

Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature

A mild, convenient and transition-metal-free protocol for the synthesis of aryl 1-thioglycosides is presentedviaarynes generatedin situcombined with glycosyl thiols in the presence of TBAF(tBuOH)4. The methodology provides a general and efficient way to prepare a series of functionalized thioglycosides in good to excellent yields with a perfect control of the anomeric configuration at room temperature. In addition, the reaction conditions tolerate a variety of the pentoses and hexoses, and the reaction also performs smoothly on protected monosaccharides and disaccharides.

HEPARANASE COMPOUNDS AND METHODS OF USE

The invention relates to compounds that interact with heparanase, uses in heparanase screening, uses in in vitro and in vivo imaging (e.g., positron emission tomography (PET) and magnetic resonance imaging (MRI)), methods of synthesis, methods of modulati

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

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.

Synthesis of disaccharide modified berberine derivatives and their anti-diabetic investigation in zebrafish using a fluorescence-based technology

Berberine is a naturally occurring isoquinoline alkaloid and has been used as an important functional food additive in China due to its various pharmacological activities. Berberine exhibits great potential for developing anti-diabetic agents against type

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