Methyl (4-methylphenyl 5-amino-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Methyl (4-methylphenyl 5-amino-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Basic Information

• CAS Number: 1235555-31-3
• Catalog Number: A23-1061
• Molecular Formula: C₂₄H₃₁NO₁₀S
• Molecular Weight: 525.57 g/mol
• Purity: Typically ≥95% (HPLC/NMR)

Detailed Description

Methyl (4-methylphenyl 5-amino-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate is a highly specialized carbohydrate derivative designed for advanced glycochemistry and sialic acid related research. The compound features a non 2 ulopyranoside framework, which is structurally related to sialic acid analogs commonly found in biologically important glycans

A key feature of this molecule is the presence of a 4 methylphenyl thio group, which provides stability and enables controlled activation in glycosylation reactions. The 2 thio substitution enhances reactivity and allows its use in selective synthetic transformations

The compound also contains a 5 amino functionality incorporated within a cyclic carbamate system, which plays an important role in the synthesis of amino sugar derivatives and biologically relevant glycoconjugates. The methoxycarbonyl group further enhances its versatility by allowing additional chemical modifications

Due to its complex stereochemistry and functional group diversity, this compound is particularly valuable for constructing structurally defined glycans and sialic acid mimetics. It is widely used in
Sialic acid and glycoconjugate synthesis
Glycoprotein and glycolipid research
Carbohydrate based drug development
Chemical biology and glycoengineering
Advanced glycochemistry and medicinal chemistry

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

Key Features

Highly functionalized non ulopyranoside derivative
Contains amino and thio functional groups
Suitable for sialic acid analog synthesis
Supports stereoselective glycosylation
High purity and structural precision

Applications

Used in sialic acid and glycoconjugate synthesis
Suitable for glycoprotein and glycolipid research
Applied in pharmaceutical and chemical biology
Useful in advanced carbohydrate chemistry

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