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    108211-36-5

    Catalog No. EBD3724641

    CAS 108211-36-5

    Name (3R)-4,4,4-trifluoro-3-hydroxy-Butanoic acid

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    Basic Information

    Synonyms: (3R)-4,4,4-trifluoro-3-hydroxy-Butanoicacid (R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRICACID 3-(R)-4,4,4-TRIFLUORO-3-HYDROXYBUTYRICACID (R)-3-HYDROXY-4,4,4-TRIFLUOROBUTYRICACID R-TFHBA (3R)-4,4,4-trifluoro-3-hydroxybutanoicacid

    Molecular Formula: C4H5F3O3

    Molecular Weight: 158.08

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

    Product Description:
    (R)-3-Hydroxy-4,4,4-trifluorobutanoic acid is a chiral fluorinated organic compound. It features a carboxylic acid group and a chiral secondary alcohol group on a short aliphatic chain containing a trifluoromethyl (CF3) group. This specific stereochemistry (R-configuration) is crucial for its applications. This compound is a key chiral building block in pharmaceutical synthesis. Its primary application is as a critical intermediate in the production of active pharmaceutical ingredients (APIs). A prominent example is its use in the synthesis of Sitafloxacin, a broad-spectrum fluoroquinolone antibiotic. The chiral hydroxy acid moiety is essential for constructing the complex structure and imparting the desired biological activity to the final drug molecule. Beyond its specific use in antibiotic synthesis, the presence of both a chiral center and a highly electronegative trifluoromethyl group makes it a valuable synthon for medicinal chemistry. The CF3 group is a common bioisostere used to modulate the lipophilicity, metabolic stability, and binding affinity of drug candidates. Therefore, this building block is of significant interest in the research and development of new fluorinated pharmaceuticals.
    Physical Properties

    Boiling Point: 261.3 °C at 760 mmHg

    Flash Point: 111.8 °C

    Density: 1.527 g/cm3

    mg g kg ml l t