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    261165-02-0

    Catalog No. EBD2201295

    CAS 261165-02-0

    Name Boc-2-bromo-L-phenylalanine

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    Basic Information

    Synonyms: Boc-2-bromo-L-phenylalanine Boc-Phe(2-Br)-OH (S)-N-BOC-2-Bromophenylalanine Boc-L-2-Bromophenylalanine n-tert-butoxycarbonyl-2-bromophenyl-l-alanine

    Molecular Formula: C14H18BrNO4

    Molecular Weight: 344.2

    MDL Number: MFCD01317709

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

    Product Description:
    Boc-L-2-Bromophenylalanine is a protected amino acid derivative featuring a Boc (tert-butoxycarbonyl) group on the amine and a bromine atom on the ortho position of the phenylalanine side chain. This structure combines the chirality of L-phenylalanine with a reactive aryl bromide handle, making it a versatile building block. Its primary application is in pharmaceutical research and development as a key intermediate for the synthesis of more complex bioactive molecules. The bromine atom allows for further functionalization via cross-coupling reactions (e.g., Suzuki, Heck), while the Boc group provides orthogonal protection for the α-amino group during peptide or peptidomimetic synthesis. It is specifically used in the preparation of potential drug candidates, including protease inhibitors and other therapeutic agents targeting various diseases. As a specialty synthon, it is not a commodity chemical but is valued in medicinal chemistry for introducing the modified phenylalanine scaffold into target structures. Standard precautions for handling halogenated and amino acid-derived compounds should be observed.
    Physical Properties

    Melting Point: 142.1 °C

    Boiling Point: 471.3 °C at 760 mmHg

    Flash Point: 238.8 °C

    Density: 1.405 g/cm3

    Storage: Store at 0°C

    Analytical Data

    Appearance: pale yellow crystalline powder

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