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    115314-14-2

    Catalog No. EBD5131

    CAS 115314-14-2

    Name (S)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate

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    Basic Information

    Molecular Formula: C9H9NO6S

    Molecular Weight: 259.24

    MDL Number: MFCD00064582

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Spiro Compounds

    Product Description:
    (2S)-Glycidyl 3-nitrobenzenesulfonate is a chiral epoxide derivative functionalized with a 3-nitrobenzenesulfonate (nosylate) group. It is characterized by its (S)-configured oxirane ring, making it a valuable chiral building block in asymmetric synthesis. This compound is primarily employed as a key chiral intermediate in the pharmaceutical industry. Its reactive epoxide ring allows for ring-opening reactions with various nucleophiles, enabling the stereoselective introduction of functional groups. A prominent application is its use in the synthesis of complex drug molecules, such as the HIV protease inhibitor Atazanavir, where it serves to construct the core chiral scaffold with high enantiomeric purity. The nosylate group acts as an excellent leaving group, facilitating further derivatization or substitution reactions. Due to its high reactivity and chiral nature, it is typically handled under controlled conditions and is considered a specialty chemical for advanced synthetic applications rather than a general-purpose reagent.
    Physical Properties

    Melting Point: 61-65 °C

    Boiling Point: 432.2 ºC at 760 mmHg

    Flash Point: 215.2ºC

    Density: 1.527 g/cm3

    Storage: -20°C

    Analytical Data

    Appearance: White crystalline powder

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