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    205445-52-9

    Catalog No. EBD2206104

    CAS 205445-52-9

    Name Boc-3,5-Difluoro-D-Phenylalanine

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    Basic Information

    Synonyms: Boc-L-3,5-difluorophenylalanine Boc-3,5-Difluoro-L-phenylalanine Boc-L-3,5-Difluorophe Boc-Phe(3,5-DiF)-OH Boc-Phe(3,5-F2)-OH

    Molecular Formula: C14H17F2NO4

    Molecular Weight: 301.29

    MDL Number: MFCD00797555

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

    Product Description:
    N-Boc-L-3,5-difluorophenylalanine is a non-natural, fluorinated amino acid derivative. It features a tert-butoxycarbonyl (Boc) protecting group on the amine functionality and a 3,5-difluorophenyl side chain attached to the chiral alpha-carbon of the L-alanine backbone. This compound is a white to off-white crystalline powder. This Boc-protected amino acid is a crucial chiral building block in pharmaceutical research and development. Its primary application is in the solid-phase and solution-phase synthesis of peptides and peptidomimetics, particularly those designed to incorporate fluorinated aromatic residues. The fluorine atoms on the phenyl ring can significantly alter the peptide's metabolic stability, lipophilicity, and binding affinity to biological targets. It is extensively used in the discovery and development of protease inhibitors, receptor agonists/antagonists, and other bioactive molecules. As a protected amino acid, it serves as a direct precursor in peptide coupling reactions. The Boc group is stable under basic conditions and can be cleanly removed under mild acidic conditions (e.g., with trifluoroacetic acid), making it highly valuable in multi-step synthetic sequences. Its role is foundational in medicinal chemistry for creating structurally diverse compound libraries and optimizing lead candidates.
    Physical Properties

    Boiling Point: 417.6 °C at 760mmHg

    Flash Point: 206.4 °C

    Density: 1.27 g/cm3

    Storage: Store at 0°C

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