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    1073269-91-6

    Catalog No. EBD3324350

    CAS 1073269-91-6

    Name Boc-D-beta-homotryptophan

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    Basic Information

    Synonyms: (R)-3-((tert-Butoxycarbonyl)amino)-4-(1H-indol-3-yl)butanoicacid

    Molecular Formula: C17H22N2O4

    Molecular Weight: 318.37

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Boc-D-beta-homotryptophan is a non-natural, protected amino acid derivative. Its chemical structure features a D-beta-homotryptophan core, where the tryptophan side chain is extended by one methylene group, and the alpha-amino group is protected by a tert-butoxycarbonyl (Boc) group. This specific configuration makes it a chiral building block. This compound is primarily used in peptide chemistry and medicinal chemistry research. It serves as a key intermediate for the solid-phase or solution-phase synthesis of peptides containing the unusual D-beta-homotryptophan residue. Incorporating such non-proteinogenic amino acids is a common strategy to modulate the biological activity, metabolic stability, and conformational properties of peptide-based drug candidates, particularly in the development of protease inhibitors or receptor ligands. As a specialty, protected amino acid, it is not considered a generic synthesis reagent. Its value lies in its defined stereochemistry (D-configuration) and the specific structural modification (beta-homo) of the tryptophan indole side chain, which are crucial for targeted biomedical applications.
    Physical Properties
    mg g kg ml l t