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    4594-52-9

    Catalog No. EBD31613

    CAS 4594-52-9

    Name 1,3,5-Tri-O-acetyl-2-deoxy-D-erythro-pentofuranose

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    Basic Information

    Synonyms: 1,3,5-tri-O-acetyl-2-deoxypentofuranose 1,3,5-Tri-O-acetyl-2-deoxy-D-erythro-pentofuranose

    Molecular Formula: C11H16O7

    Molecular Weight: 260.24

    MDL Number: MFCD08458437

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

    Product Description:
    1,3,5-Tri-O-acetyl-2-deoxy-D-ribofuranose is a key protected sugar derivative, specifically a 2-deoxyribose building block. Its chemical structure features a deoxyribofuranose ring with acetyl groups protecting the 1, 3, and 5 hydroxyl positions. This configuration makes it a crucial intermediate in synthetic organic chemistry, particularly for the preparation of nucleosides and nucleotides. The primary and most significant application of this compound is in the synthesis of modified nucleosides and their analogs. It serves as a fundamental precursor for the construction of 2'-deoxyribonucleoside derivatives, which are core components of DNA and various therapeutic agents. Its use is pivotal in medicinal chemistry for developing antiviral drugs (e.g., certain nucleoside reverse transcriptase inhibitors), anticancer agents, and other bioactive molecules that target nucleic acid metabolism. The acetyl protecting groups facilitate specific glycosylation reactions to attach nucleobases. As a versatile chiral synthon, it is also employed in the synthesis of complex natural products and other biologically active compounds where a deoxyribose moiety is required. Handling requires standard precautions for laboratory chemicals, and it should be stored under inert conditions due to its sensitivity to moisture.
    Physical Properties

    Boiling Point: 329.297 °C at 760 mmHg

    Flash Point: 142.967 °C

    Density: 1.241 g/cm3

    mg g kg ml l t