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    3947-62-4

    Catalog No. EBD2205817

    CAS 3947-62-4

    Name 2,3,4,6-Tetra-O-acetyl-beta-D-glucose

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    Basic Information

    Synonyms: 2,3,4,6-Tetra-O-acetyl-beta-D-glucose 2,3,4,6-Tetra-O-acetyl-D-glucopyranose

    Molecular Formula: C14H20O10

    Molecular Weight: 348.3

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    2,3,4,6-Tetra-O-acetyl-beta-D-glucose is a fully acetylated derivative of D-glucose, serving as a key protected intermediate in carbohydrate chemistry. Its structure features acetyl groups at the 2, 3, 4, and 6 hydroxyl positions, which effectively mask the reactive sites of the sugar molecule, making it soluble in organic solvents and stable for subsequent synthetic manipulations. This compound is primarily utilized as a crucial building block for the synthesis of complex oligosaccharides, glycoconjugates, and various glycosides. Its applications are central in the development of pharmaceuticals, particularly in the synthesis of glycosylated drugs, prodrugs, and diagnostic agents. It is also a fundamental starting material for preparing other protected sugar derivatives and for studying glycosylation reactions. As a versatile synthon, it finds extensive use in academic and industrial research focused on glycobiology, medicinal chemistry, and chemical biology. The acetyl groups can be selectively removed under mild conditions (e.g., Zemplén deacetylation) to regenerate the free sugar, allowing for controlled stepwise synthesis of complex carbohydrate structures.
    Physical Properties

    Boiling Point: 425 °C at 760 mmHg

    Flash Point: 148.5 °C

    Density: 1.33 g/cm3

    mg g kg ml l t