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    44864-47-3

    Catalog No. EBD2325044

    CAS 44864-47-3

    Name (R)-3,3,3-Trifluoro-2-hydroxy-2-methylpropionic acid

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    Basic Information

    Synonyms: (R)-3,3,3-Trifluoro-2-hydroxy-2-methylpropionicacid (2R)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoicacid Propanoicacid,3,3,3-trifluoro-2-hydroxy-2-methyl-,(2R)-

    Molecular Formula: C4H5F3O3

    Molecular Weight: 158.08

    MDL Number: MFCD03095400

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

    Product Description:
    (R)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid is a chiral trifluoromethylated hydroxy acid. Its structure features a stereogenic quaternary carbon center bearing a hydroxyl group, a trifluoromethyl group, and a methyl group, with a carboxylic acid functionality. This specific (R)-enantiomer is a valuable building block in asymmetric synthesis. The primary application of this compound is as a key chiral intermediate in the pharmaceutical industry. It is notably used in the synthesis of complex drug candidates, particularly those targeting the central nervous system. For instance, it serves as a crucial precursor in the production of (R)-3,3,3-trifluoro-2-methoxy-2-methylpropanoic acid, which is a key intermediate for the synthesis of certain GABA receptor modulators and other bioactive molecules. The presence of the trifluoromethyl group is strategically important for modulating the lipophilicity, metabolic stability, and binding affinity of the final drug molecules. As a specialty chiral synthon, it is utilized in the construction of molecules where the introduction of a trifluoromethylated, tertiary alcohol-bearing carbon skeleton is required. Its handling requires standard precautions for carboxylic acids, and it should be stored under inert conditions to preserve its stereochemical integrity.
    Physical Properties

    Melting Point: 110 °C

    Boiling Point: 247.367 °C at 760 mmHg

    Flash Point: 103.404 °C

    Density: 1.533 g/cm3

    Refractivity: 16.5 ° (C=5, H2O)

    Storage: Refrigerator

    Analytical Data

    Appearance: white powder

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