28244-94-2

Basic information

• Product Name: 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside
• Synonyms: 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside;4-METHYLPHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-β-D-GLUCOPYRANOSIDE;4-Methylphenyl 2,3,4,6-tetra-O-acetyl-beta-D-thioglucopyranoside;4-Methylphenyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside;4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside min. 99%;Tolyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside, Thiocresyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside;4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-BETA-D-glucopyranoside
• CAS NO: 28244-94-2
• Molecular Formula: C₂₁H₂₆O₉S
• Molecular Weight: 454.49074
• Mol File: 28244-94-2.mol
• Article Data: 98

Chemical Properties

• Melting Point: 117-118 °C(Solv: methanol (67-56-1))
• Boiling Point: 524.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside(28244-94-2)
• EPA Substance Registry System: 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside(28244-94-2)

Safety Data

• Hazardous Substances Data: 28244-94-2(Hazardous Substances Data)

Usage

General Description

4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is a chemical compound with the molecular formula C21H26O11S. It is a thio-glycoside derivative of glucose, specifically a thio-b-D-glucopyranoside. 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside is commonly used in organic synthesis and chemical research as a building block and intermediate for the preparation of other complex organic compounds. Its structure contains four acetyl groups, which are important for its stability and reactivity. The methylphenyl group attached to the glucose moiety also contributes to its unique chemical properties. Overall, 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranoside has diverse applications in the field of chemistry and biochemistry.

Upstream product

• 90114-16-2 2-O-acetyl-D-galactose 
• 10257-28-0 D-Galactose 
• 108-24-7 acetic anhydride 
• 106-45-6 para-thiocresol 
• 149717-35-1 Dibenzyl 2,3,4,6-tetra-O-acetyl-D-galactopyranosyl phosphite 
• 794520-99-3 p-tolyl 6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 13035-49-9 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide 
• 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 
• 149717-36-2 dibenzyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl phosphite 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 10486-08-5 sodium p-thiocresolate 
• 25878-60-8 D-galactose pentaacetate 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose 

Downstream Products

• 727991-06-2 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate 
• 871095-81-7 (2S,3S,4R,5R,6S)-4,5-Bis-benzoyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-p-tolylsulfanyl-tetrahydro-pyran-2-carboxylic acid 
• 727991-08-4 p-methylphenyl (methyl 2,3-di-O-benzoyl-4-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranosyluronate) 
• 727991-05-1 p-methylphenyl 2,3-di-O-benzoyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside 
• 727991-07-3 5-(tert-butyldimethylsilyloxy)-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate 
• 871095-80-6 5-hydroxy-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyl dibenzoate 

Relevant articles and documents

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.

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

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