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    19879-84-6

    Catalog No. EBD32103

    CAS 19879-84-6

    Name 1-THIO-BETA-D-GLUCOSE TETRAACETATE

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    Basic Information

    Synonyms: 1-THIO-BETA-D-GLUCOSETETRAACETATE

    Molecular Formula: C14H20O9S

    Molecular Weight: 364.37

    MDL Number: MFCD00063271

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

    Product Description:
    1-Thio-β-D-glucose tetraacetate is a chemically modified sugar derivative where the anomeric oxygen atom of glucose is replaced by a sulfur atom, and all four hydroxyl groups are protected as acetate esters. This compound is a white to off-white crystalline solid and serves as a key synthetic intermediate in carbohydrate chemistry. Its primary application is in the synthesis of various thioglycosides and S-linked glycoconjugates. These sulfur-containing sugar analogs are of significant interest in medicinal chemistry and chemical biology as stable mimetics of O-glycosides, which are susceptible to enzymatic hydrolysis. They are used to develop enzyme inhibitors, probes for glycosidases, and as building blocks for novel bioactive molecules. The tetraacetate protection enhances its solubility in organic solvents and facilitates further selective chemical manipulations. As a versatile chiral building block, it is employed in the preparation of potential drug candidates and biochemical tools. Its stability and reactivity make it a valuable reagent for researchers exploring glycosylation mechanisms and developing glycotherapeutic agents.
    Physical Properties

    Melting Point: 115-117 °C(lit.)

    Boiling Point: 425.5 °C at 760 mmHg

    Flash Point: 298 °C

    Density: 1.32 g/cm3

    Storage: 2-8°C

    Analytical Data

    Appearance: White crystalline powder

    mg g kg ml l t