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    741217-33-4

    Catalog No. EBD8272

    CAS 741217-33-4

    Name (R)-4-Amino-3-(4-fluorophenyl)butanoic acid

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    Basic Information

    Synonyms: (3R)-4-Amino-3-(4-fluorophenyl)butanoicacid benzenepropanoicacid,β-(aminomethyl)-4-fluoro-,(betaR)- (R)-4-Amino-3-(4-fluorophenyl)butanoicacid

    Molecular Formula: C10H12FNO2

    Molecular Weight: 197.21

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

    Product Description:
    (R)-4-Amino-3-(4-fluorophenyl)butanoic acid is a chiral non-proteinogenic amino acid derivative. It features a butanoic acid backbone substituted with an amino group and a 4-fluorophenyl ring at the β-position. The compound is characterized by its (R)-configuration at the chiral center, making it a valuable building block for the synthesis of enantiomerically pure pharmaceuticals. This compound is a key chiral intermediate in the synthesis of several important drugs. Its primary and most significant application is in the production of pregabalin, a widely prescribed medication for neuropathic pain, fibromyalgia, and as an adjunct therapy for partial-onset seizures. The (R)-enantiomer is specifically utilized in certain synthetic routes to pregabalin ((S)-3-(aminomethyl)-5-methylhexanoic acid), a GABA analog. The presence of the fluorine atom on the phenyl ring can be strategically used in subsequent synthetic transformations or to modulate the physicochemical properties of the intermediate. As a high-value pharmaceutical intermediate, its synthesis and supply are critical for the manufacturing of the final active pharmaceutical ingredient (API). Handling requires standard precautions for amino acids and fluorinated organic compounds.
    Physical Properties
    mg g kg ml l t