Cas no 479252-05-6 (4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside)

4-Methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside is a protected thioglycoside derivative widely used in carbohydrate chemistry and glycosylation reactions. Its key advantages include enhanced stability under acidic and basic conditions due to the benzyl protecting groups, which selectively shield the hydroxyl functionalities. The thio-glycosidic linkage offers improved reactivity in glycosylation reactions, enabling efficient synthesis of complex oligosaccharides. This compound serves as a versatile intermediate for the preparation of glycosides and glycoconjugates, with applications in medicinal chemistry and glycobiology research. The 4-methylphenyl group further enhances solubility in organic solvents, facilitating handling in synthetic workflows. Its well-defined stereochemistry ensures high selectivity in glycosidic bond formation.
4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside structure
479252-05-6 structure
Product Name:4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside
CAS No:479252-05-6
MF:C34H36O5S
MW:556.71164894104
CID:2162635
PubChem ID:72836360
Update Time:2025-06-09

4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside Chemical and Physical Properties

Names and Identifiers

    • 4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside
    • 479252-05-6
    • 4-Methylphenyl 2,3,4-tri-O-benzyl-1-thio-beta-D-glucopyranoside
    • [3,4,5-tris(benzyloxy)-6-[(4-methylphenyl)sulfanyl]oxan-2-yl]methanol
    • SCHEMBL19818851
    • Inchi： 1S/C34H36O5S/c1-25-17-19-29(20-18-25)40-34-33(38-24-28-15-9-4-10-16-28)32(37-23-27-13-7-3-8-14-27)31(30(21-35)39-34)36-22-26-11-5-2-6-12-26/h2-20,30-35H,21-24H2,1H3
    • InChI Key： ZSHOXHFPTTVPTO-UHFFFAOYSA-N
    • SMILES： S(C1C=CC(C)=CC=1)C1C(C(C(C(CO)O1)OCC1C=CC=CC=1)OCC1C=CC=CC=1)OCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 556.22834542Da
  • Monoisotopic Mass: 556.22834542Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 40
  • Rotatable Bond Count: 12
  • Complexity: 682
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 5
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 6.2
  • Topological Polar Surface Area: 82.5?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 689.0±55.0 °C at 760 mmHg
  • Flash Point: 370.5±31.5 °C
  • Vapor Pressure: 0.0±2.3 mmHg at 25°C

4-Methylphenyl 2,3,4-tri-o-benzyl-1-thio-β-d-glucopyranoside Security Information

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