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    122210-05-3

    Catalog No. EBD4051158

    CAS 122210-05-3

    Name 1,3,4,6-tetra-O-acetyl-2-Troc-2-deoxy-beta-D-glucopyranose

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    Basic Information

    Molecular Formula: C17H22Cl3NO11

    Molecular Weight: 522.721

    Categories: Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    1,3,4,6-Tetra-O-acetyl-2-Troc-2-deoxy-beta-D-glucopyranose is a protected carbohydrate derivative. Its structure features a glucopyranose core where the 2-hydroxyl group is replaced by a 2,2,2-trichloroethoxy (Troc) protecting group, and the remaining hydroxyls at positions 1, 3, 4, and 6 are acetylated. This specific pattern of protection makes it a valuable chiral building block. This compound is primarily employed as a key synthetic intermediate in the preparation of 2-deoxy-2-amino sugars, which are crucial structural components in many bioactive molecules. Its main application lies in the synthesis of complex oligosaccharides, glycoconjugates, and glycosylated natural products, particularly those relevant to pharmaceutical research, such as antibiotics and antitumor agents. The Troc group at the 2-position can be selectively removed under mild conditions (e.g., zinc reduction) to reveal an amine after further manipulation, enabling the stereoselective introduction of nitrogen at this key position. As a specialized, protected sugar derivative, it is not a commodity chemical but a high-value research reagent. Its use is almost exclusively confined to advanced organic synthesis and medicinal chemistry for constructing carbohydrate-based drug candidates or probes. Proper handling requires standard laboratory safety precautions for organic compounds.
    Physical Properties
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