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    273221-78-6

    Catalog No. EBD213647

    CAS 273221-78-6

    Name Boc-2-iodo-l-phenylalanine

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    Basic Information

    Synonyms: boc-l-2-iodophenylalanine Boc-Phe(2-I)-Oh Boc-2-iodo-l-phenylalanine

    Molecular Formula: C14H18INO4

    Molecular Weight: 391.2

    MDL Number: MFCD01860645

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

    Product Description:
    Boc-L-2-iodophenylalanine is a protected, non-natural amino acid derivative featuring an iodine atom at the ortho position of the phenylalanine side chain. The Boc (tert-butoxycarbonyl) group serves as a standard amine-protecting group in peptide synthesis, while the iodine atom provides a versatile handle for further chemical modifications via cross-coupling reactions such as Suzuki or Sonogashira couplings. This compound is primarily utilized as a key synthetic building block in medicinal chemistry and pharmaceutical research. Its main application lies in the synthesis of complex peptides and peptidomimetics designed for drug discovery programs. The ortho-iodo substituent allows for the site-specific introduction of diverse aromatic or heteroaromatic systems, enabling the rapid exploration of structure-activity relationships (SAR) around the phenylalanine core. It is particularly valuable for constructing constrained peptide analogs and for incorporating novel pharmacophores into potential therapeutic agents targeting various diseases. As a specialty amino acid derivative, it is not a commodity chemical but a research-grade reagent. Its handling requires standard precautions for organic compounds, and it should be stored under inert atmosphere at low temperatures to maintain stability. The presence of the iodine atom also makes it a potential precursor for radioiodination in the development of diagnostic imaging agents.
    Physical Properties
    mg g kg ml l t