(1S,2R)-1-((2R,3R,4S,6R)-3-Acetamido-4-acetoxy-6-(methoxycarbonyl)-6-(p-tolylthio)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

(1S,2R)-1-((2R,3R,4S,6R)-3-Acetamido-4-acetoxy-6-(methoxycarbonyl)-6-(p-tolylthio)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

Basic Information

• Catalog Number: A23-XXXX
• Molecular Formula: CₓHₓNₓOₓ
• Molecular Weight: XXX g/mol
• Purity: Typically ≥95% (HPLC/NMR)

Detailed Description

(1S,2R)-1-((2R,3R,4S,6R)-3-Acetamido-4-acetoxy-6-(methoxycarbonyl)-6-(p-tolylthio)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate is a highly functionalized carbohydrate derivative designed for advanced glycochemistry and glycosylation studies. The molecule contains a tetrahydropyran core with multiple stereocenters, ensuring precise structural control for stereoselective synthesis

A key structural feature is the presence of a p tolyl thio group at the anomeric position, which enables its use as a thioglycoside glycosyl donor. This provides stability under storage conditions while allowing activation under controlled reaction environments for glycosidic bond formation

The molecule also incorporates an acetamido group, which is particularly important in the synthesis of amino sugars and biologically relevant glycans. The presence of acetoxy groups and a triacetate glycerol like side chain enhances solubility and provides multiple protection sites for controlled stepwise synthesis

Additionally, the methoxycarbonyl functionality introduces further versatility, enabling chemical modification and expansion into more complex carbohydrate architectures

Due to its highly protected and stereochemically defined structure, this compound is widely used in
Stereoselective glycosylation reactions
Amino sugar and glycoconjugate synthesis
Complex oligosaccharide assembly
Carbohydrate based drug and vaccine research
Advanced glycochemistry and medicinal chemistry

The compound is typically obtained as a white to off white solid and provides excellent reproducibility in multi step synthetic workflows

Key Features

Highly functionalized thioglycoside derivative
Contains acetamido group for amino sugar synthesis
Multiple acetyl protections for controlled reactivity
Suitable for stereoselective glycosylation
High purity and structural precision

Applications

Used in oligosaccharide and glycoconjugate synthesis
Suitable for amino sugar and glycoprotein research
Applied in pharmaceutical and carbohydrate chemistry
Useful in advanced glycochemistry studies

Storage and Handling

Store at 0 to minus 20 degree Celsius
Keep in a dry and moisture free environment
Protect from light and air exposure