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    135610-90-1

    Catalog No. EBD12599

    CAS 135610-90-1

    Name N-Fmoc-N'-trityl-D-histidine

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    Basic Information

    Synonyms: fmoc-n-im-trityl-d-histidine fmoc-d-his(1-trt)-oh fmoc-d-histidine(1-trt)-oh fmoc-d-histidine(trityl) fmoc-d-his(t-trt)-oh fmoc-d-his(trt) n-alpha-fmoc-n-im-trityl-d-histidine (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1-tritylimidazol-4-yl)propanoicacid N-Fmoc-N'-trityl-D-histidine

    Molecular Formula: C40H33N3O4

    Molecular Weight: 619.71

    MDL Number: MFCD00077061

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

    Product Description:
    N-Fmoc-N'-trityl-D-histidine is a protected derivative of the amino acid D-histidine. It features two orthogonal protecting groups: the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group on the α-amino function and the acid-labile trityl (Trt) group on the imidazole side chain of histidine. This specific protection scheme is crucial for its primary application. This compound is a key building block in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The D-configuration of the histidine residue is essential for synthesizing peptides containing non-natural or modified sequences, which are often required in pharmaceutical research. The Trt group effectively protects the imidazole nitrogen during synthesis, preventing side reactions and ensuring high-purity peptide products. It is therefore a fundamental reagent for producing peptide-based drug candidates, bioactive probes, and research peptides. Its use is almost exclusively dedicated to peptide chemistry within life sciences and medicinal chemistry. While structurally an amine and a heterocycle, its highly specialized role as a protected, non-natural amino acid precursor places it firmly in the domain of bioconjugate and peptide synthesis reagents rather than as a general-purpose organic synthesis building block.
    Physical Properties

    Melting Point: 141-146 °C

    Boiling Point: 811.7 °C at 760 mmHg

    Flash Point: 444.7 °C

    Density: 1.24 g/cm3

    Storage: 2-8°C

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