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    76375-60-5

    Catalog No. EBD958857

    CAS 76375-60-5

    Name (3R,4R,5R,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate

    Purity ≥98%

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    Basic Information

    Synonyms: D-Galactosaminepentaacetate (3R,4R,5R,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyltriacetate

    Molecular Formula: C16H23NO10

    Molecular Weight: 389.35

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Intermediates > Small Molecule Drug Fragments

    Product Description:
    (3R,4R,5R,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride, commonly known as D-galactosamine pentaacetate, is a peracetylated derivative of D-galactosamine. Its structure features a pyranose ring with an acetamido group at the C-3 position and five acetate ester groups protecting the hydroxyl and amino functionalities, enhancing its lipophilicity and stability for synthetic applications. This compound is primarily utilized as a protected building block in carbohydrate chemistry and glycobiology. It serves as a key intermediate for the synthesis of glycosaminoglycans, glycoconjugates, and other bioactive oligosaccharides. The peracetylated form facilitates selective deprotection and glycosylation reactions, enabling the construction of complex sugar-based molecules for drug discovery and vaccine development. Additionally, it is employed in biochemical research to study galactosamine metabolism and hepatotoxicity models, as D-galactosamine is known to induce liver injury in experimental settings. Its high purity and defined stereochemistry make it valuable for both academic and industrial applications in medicinal chemistry and life sciences.
    Physical Properties

    Melting Point: 230 °C (dec.)

    Boiling Point: 530.163 °C at 760 mmHg

    Flash Point: 274.433 °C

    Density: 1.3 g/cm3

    Analytical Data

    Purity: ≥98%

    mg g kg ml l t