The cycloaddition between alkynes and azides in the presence of a copper catalyst is the reaction that leads to the corresponding 1,4-disubstituated 1,2,3-triazoles. It belongs to the so-called "click" chemistry, which represents more and more important field of modern chemistry. We have combined 1-bromo-2-ethynyl benzene and a trityl azide to synthesise a new 1,4-disubstituted 1,2,3-triazole. Terminal alkyne with a trityl group was also prepared and was attempted to couple with a trityl azide.
Following developed protocol, we have developed a reaction for the preparation of the modified amino acid. The trityl azide was reacted with N-Fmoc-L-propargylglycine in the presence of the appropriate ligand, base and copper catalyst. We investigated the reaction with respect to reaction conditions, including equivalents of reagents, to achieve high conversion. The prepared protected histidine analogue with a triazole ring was then used for the synthesis of the peptide using solid-phase peptide synthesis (SPPS) approach.
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