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    55628-54-1

    Catalog No. EBD24135

    CAS 55628-54-1

    Name 3,4,6-Tri-O-benzyl-D-glucal

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    Basic Information

    Synonyms: 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-ribo-hex-1-enitol 3,4,6-Tri-O-benzyl-D-glucal

    Molecular Formula: C27H28O4

    Molecular Weight: 416.51

    MDL Number: MFCD00061640

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

    Product Description:
    3,4,6-Tri-O-benzyl-D-glucal is a key protected carbohydrate derivative, specifically a benzylated glucal. It serves as a versatile chiral building block in organic synthesis, particularly in the preparation of complex oligosaccharides, glycoconjugates, and modified nucleosides. The benzyl protecting groups provide stability and allow for selective deprotection and further functionalization. Its primary application is in medicinal chemistry as a crucial intermediate for the synthesis of biologically active molecules. It is extensively used in the preparation of glycosidase inhibitors, antiviral agents (such as neuraminidase inhibitors), and various other glycosylated pharmaceuticals. The glucal scaffold is a cornerstone in carbohydrate chemistry for constructing diverse glycosidic linkages with stereochemical control. As a foundational synthon, it is widely employed in both academic research and industrial drug discovery programs focused on glycoscience. Its utility extends to the synthesis of glycomimetics and probes for studying carbohydrate-protein interactions.
    Physical Properties

    Melting Point: 57-58 °C(lit.)

    Boiling Point: 544.9 °C at 760 mmHg

    Flash Point: 129.7 °C

    Density: 1.16 g/cm3

    Refractivity: -2 ° (C=2.5, CH3CN)

    Storage: −20°C

    Analytical Data

    Appearance: White crystalline solid

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