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    69876-37-5

    Catalog No. EBD585131

    CAS 69876-37-5

    Name Cbz-Trp-OBn

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    Basic Information

    Synonyms: Cbz-Trp-OBn N±-benzyloxycarbonyl-L-tryptophanbenzylester N-(benzyloxycarbonyl)-L-tryptophanbenzylester Cbz-Trp-OBzl Z-Trp-OBzl benzyl(2S)-2-(benzyloxycarbonylamino)-3-(1H-indol-3-yl)propanoate BenzylN-[(benzyloxy)carbonyl]-L-tryptophanate L-tryptop

    Molecular Formula: C26H24N2O4

    Molecular Weight: 428.49

    Categories: Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    Benzyloxycarbonyl-L-tryptophan benzyl ester is a protected derivative of the amino acid tryptophan. It features two benzyl-based protecting groups: the Cbz (benzyloxycarbonyl) group on the amine and a benzyl ester on the carboxylic acid. This specific protection scheme renders the molecule stable under many reaction conditions, making it a crucial intermediate in solid-phase and solution-phase peptide synthesis. Its primary and most significant application is as a building block (synthetic intermediate) for the preparation of peptides and peptide-like compounds. The Cbz group can be selectively removed under mild hydrogenation conditions, allowing for the sequential elongation of peptide chains. This compound is particularly valuable for introducing the tryptophan residue, which contains an indole side chain, into target peptide sequences during research and development of bioactive peptides and potential pharmaceutical agents. While its core utility lies in peptide chemistry, its well-defined structure and protected functional groups also make it a specialty organic synthesis building block for constructing more complex molecules beyond linear peptides, such as peptidomimetics or heterocyclic compounds containing tryptophan motifs.
    Physical Properties

    Boiling Point: 656.7 °C at 760 mmHg

    Flash Point: 350.9 °C

    Density: 1.266 g/cm3

    mg g kg ml l t