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    28708-32-9

    Catalog No. EBD2209591

    CAS 28708-32-9

    Name (3R,4R,5R)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate

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    Basic Information

    Synonyms: (3R,4R,5R)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyltriacetate tetra-O-acetyl-D-ribofuranose

    Molecular Formula: C13H18O9

    Molecular Weight: 318.28

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

    Product Description:
    1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose, commonly known as tetraacetyl ribose, is a key protected derivative of D-ribose. It is a white to off-white crystalline powder with the molecular formula C13H18O9. This compound serves as a crucial synthetic intermediate in the preparation of nucleoside analogues and other bioactive molecules. Its primary and most significant application is in the pharmaceutical industry as a vital building block for the synthesis of antiviral and anticancer nucleoside drugs. By providing a protected ribose scaffold, it facilitates the efficient and stereoselective coupling with various heterocyclic bases (like purines and pyrimidines) to form the glycosidic bond, a core structural feature of nucleosides. It is extensively used in the research and production of modified nucleosides, including those used in mRNA vaccine cap analogs and various therapeutic agents. The acetyl protecting groups enhance the compound's stability and solubility in organic solvents, making it suitable for standard organic synthesis protocols. It is a commercially important fine chemical with high demand in medicinal chemistry and life sciences research for constructing complex carbohydrate and nucleotide-based structures.
    Physical Properties

    Boiling Point: 385.624 °C at 760 mmHg

    Flash Point: 168.471 °C

    Density: 1.29 g/cm3

    mg g kg ml l t