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    99295-78-0

    Catalog No. EBD16538

    CAS 99295-78-0

    Name (R)-2-Amino-3-(3-bromophenyl)propanoic acid

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    Basic Information

    Synonyms: 3-Bromo-D-phenylalanine D-3-Bromophenylalanine H-D-Phe(3-Br)-OH (R)-2-Amino-3-(3-bromophenyl)propanoicacid

    Molecular Formula: C9H10BrNO2

    Molecular Weight: 244.09

    MDL Number: MFCD06659100

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

    Product Description:
    D-3-Bromophenylalanine is a non-natural, chiral amino acid derivative characterized by a bromine substituent at the meta-position of the phenyl ring attached to the D-alanine backbone. It serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is in the research and development of peptide-based drugs and bioactive molecules. The bromine atom on the aromatic ring provides a versatile handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira), enabling the introduction of diverse pharmacophores. The D-configuration of the amino acid center is essential for conferring metabolic stability and modulating the biological activity of the resulting peptides, making it valuable for creating protease-resistant analogs or specific receptor ligands. This compound is commercially available as a high-purity intermediate for medicinal chemistry. Handling requires standard precautions for laboratory chemicals, and it should be stored in a cool, dry place.
    Physical Properties

    Boiling Point: 368.4 °C at 760 mmHg

    Flash Point: 176.6 °C

    Density: 1.588 g/cm3

    mg g kg ml l t