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    478183-64-1

    Catalog No. EBD2219306

    CAS 478183-64-1

    Name (R)-2-((tert-Butoxycarbonyl)amino)-3-(2-iodophenyl)propanoic acid

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    Basic Information

    Synonyms: (R)-2-((tert-Butoxycarbonyl)amino)-3-(2-iodophenyl)propanoicacid boc-d-2-iodophenylalanine Boc-D-Phe(2-I)-Oh

    Molecular Formula: C14H18INO4

    Molecular Weight: 391.2

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

    Product Description:
    Boc-D-2-Iodophenylalanine is a non-natural, chiral amino acid derivative. Its structure features a Boc (tert-butoxycarbonyl) protecting group on the amine functionality, a carboxylic acid group, and an iodine atom at the ortho position of the phenylalanine side chain. This compound is a single enantiomer (D-configuration). This molecule serves as a crucial chiral building block in medicinal chemistry and peptide synthesis. The ortho-iodo substituent on the aromatic ring makes it a versatile intermediate for further functionalization via cross-coupling reactions, such as Suzuki or Sonogashira couplings, enabling the rapid diversification of the side chain. It is primarily used in the research and development of peptide-based pharmaceuticals and other bioactive molecules where the introduction of a modified phenylalanine residue is required. As a protected amino acid with a reactive halogen handle, it is a valuable reagent for constructing complex molecular architectures. Its high purity and defined stereochemistry are essential for ensuring the efficacy and specificity of the final target compounds.
    Physical Properties
    mg g kg ml l t