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    20866-46-0

    Catalog No. EBD30445

    CAS 20866-46-0

    Name N,N'-Di-tert-butoxycarbonyl-L-histidine

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    Basic Information

    Synonyms: (S)-3-(1-(tert-Butoxycarbonyl)-1H-imidazol-4-yl)-2-(tert-butoxycarbonylamino)propanoicacid N,1-bis(tert-butoxycarbonyl)-L-histidine N,1-Bis-Boc-L-histidine Boc-His(Boc)-OH·Benzene Boc-His(Boc)-OH N,N'-Di-tert-butoxycarbonyl-L-histidine

    Molecular Formula: C16H25N3O6

    Molecular Weight: 355.39

    MDL Number: MFCD00065577

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

    Product Description:
    N,N'-Di-Boc-L-histidine is a protected derivative of the essential amino acid L-histidine. It features two tert-butoxycarbonyl (Boc) protecting groups, one on the alpha-amino group and the other on the imidazole ring nitrogen, rendering it a crucial building block in solid-phase peptide synthesis (SPPS). The Boc groups provide orthogonal protection, allowing for selective deprotection and coupling in complex peptide assembly. Its primary application is as a key intermediate in the synthesis of peptides and peptidomimetics containing histidine residues. Histidine plays vital roles in enzyme active sites and metal-binding domains. This derivative is extensively used in pharmaceutical research for developing therapeutic peptides, enzyme inhibitors, and diagnostic agents. The Boc protection strategy ensures high coupling efficiency and minimizes side reactions during peptide chain elongation. The compound is a white to off-white crystalline powder, typically stored under inert conditions due to the sensitivity of Boc groups to acidic conditions. It is a fundamental reagent in bioconjugation chemistry and the production of bioactive peptides targeting various diseases.
    Physical Properties

    Density: 1.22 g/cm3

    Storage: -15°C

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