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    25941-03-1

    Catalog No. EBD3326372

    CAS 25941-03-1

    Name D-Mannopyranose, 1,2,3,4,6-pentaacetate

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    Basic Information

    Synonyms: D-Mannopyranose,1,2,3,4,6-pentaacetate [(3R,5R,6S)-3,4,5,6-tetraacetoxytetrahydropyran-2-yl]methylacetate

    Molecular Formula: C16H22O11

    Molecular Weight: 390.34

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

    Product Description:
    D-Mannopyranose 1,2,3,4,6-pentaacetate is a fully acetylated derivative of D-mannose. It is a white to off-white crystalline solid with the molecular formula C16H22O11 and a molecular weight of 390.34 g/mol. This compound is a protected form of the monosaccharide D-mannose, where all hydroxyl groups are acetylated, rendering it stable and soluble in organic solvents. Its primary application is in carbohydrate chemistry and glycobiology research. It serves as a crucial protected intermediate for the chemical synthesis of more complex oligosaccharides, glycoconjugates, and mannose-containing bioactive molecules. The acetyl groups can be selectively or completely removed under mild conditions (e.g., using sodium methoxide or ammonia) to regenerate the free sugar, allowing for further glycosylation reactions. This makes it a valuable building block for constructing glycans of biological interest, such as those involved in cell recognition and immune responses. Additionally, due to its defined structure and purity, it is used as a standard or reference compound in analytical chemistry, particularly in chromatographic and spectroscopic studies of carbohydrates. It is also explored as a precursor for the synthesis of various mannose-based pharmaceuticals and diagnostic agents.
    Physical Properties

    Melting Point: 68-70°C

    Boiling Point: 434.77 °C at 760 mmHg

    Flash Point: 188.052 °C

    Density: 1.31 g/cm3

    Analytical Data

    Appearance: white to off-white solid

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