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  • 5-Isopropyl-2-methoxybenzeneboronic acid

  • 5-Isopropyl-2-methoxybenzeneboronic acid

    Catalog Number
    ACM216393634-1
    CAS Number
    216393-63-4
    Product Name
    5-Isopropyl-2-methoxybenzeneboronic acid
    Structure
    Category
    Salt
    IUPAC Name
    (2-methoxy-5-propan-2-ylphenyl)boronic acid
    Molecular Weight
    194.04g/mol
    Molecular Formula
    C10H15BO3
    Canonical SMILES
    B(C1=C(C=CC(=C1)C(C)C)OC)(O)O
    InChI
    InChI=1S/C10H15BO3/c1-7(2)8-4-5-10(14-3)9(6-8)11(12)13/h4-7,12-13H,1-3H3
    InChI Key
    UTKAEAGLVJFBMK-UHFFFAOYSA-N
    Purity
    95%
    Application
    5-Isopropyl-2-methoxybenzeneboronic acid is a versatile chemical reactant crucial for the synthesis of a variety of biologically active molecules. It plays a significant role in the production of oxazolidinones, which are utilized as inhibitors of cholesteryl ester transfer protein (CETP) for the treatment of atherosclerosis. Additionally, it is involved in creating selective quinazolinyl-phenol inhibitors targeting CHK1, which serve as antitumor agents and radioprotectants. This compound is also a key component in the synthesis of biaryl-containing carbamates, working as CETP inhibitors, and in the formation of α-sulfone hydroxamates that act as matrix metalloproteinase (MMP) inhibitors. Furthermore, 5-Isopropyl-2-methoxybenzeneboronic acid is employed in the Suzuki-Miyaura cross-coupling process with 2-nitroarenediazonium tetrafluoroborate to produce 2-nitrobiphenyls, underscoring its importance in medicinal chemistry applications.
    Complexity
    173
    Covalently-Bonded Unit Count
    1
    Exact Mass
    194.111424g/mol
    Formal Charge
    0
    Heavy Atom Count
    14
    Monoisotopic Mass
    194.111424g/mol
    Rotatable Bond Count
    3
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