p-Methylphenyl 1-thio-β-D-glucopyranoside

p-Methylphenyl 1-thio-β-D-glucopyranoside

Purity: ≥ 98%

Catalogue Number : A23-1028

CAS Number: 1152-39-2

Molecular Formula: C₁₃H₁₈O₅S

Molecular Weight: 286.34 g/mol

 Product Overview

p-Methylphenyl 1-thio-β-D-glucopyranoside is a thioglycoside derivative of glucose widely used as a glycosyl donor in carbohydrate synthesis. Due to its stable thio-linkage and β-configuration, it serves as an important intermediate in Organic Chemistry and glycosylation reactions, enabling controlled formation of glycosidic bonds.

 Key Features

• β-D configuration ensuring stereochemical control
• Thioglycoside functionality for activation under mild conditions
• High stability compared to O-glycosides
• Efficient glycosyl donor in Lewis acid-promoted reactions
• Suitable for complex oligosaccharide synthesis

Molecular Information

• CAS Number: 1152-39-2
• Molecular Formula: C₁₃H₁₈O₅S
• Molecular Weight: 286.34 g/mol
• Structure Type: Thioglycoside
• Functional Groups:
  • Thioether (–S– linkage)
  • Aromatic ring (p-methylphenyl)
  • Multiple hydroxyl groups

Applications

• Glycosyl donor in glycosylation reactions
• Synthesis of oligosaccharides and glycoconjugates
• Carbohydrate-based drug and vaccine research
• Enzyme substrate studies
• Chemical biology and medicinal chemistry

 Purity & Specifications

• Purity: ≥ 98% (HPLC) (typical)
• Appearance: White to off-white crystalline solid
• Solubility: Soluble in methanol, DMSO, and other polar organic solvents
• Storage:
  • Store at 2–8°C
  • Keep in a dry, well-sealed container