The aim of this thesis was the synthesis of an unnatural histidine amino acid analogue by copper(I) catalysed azide-alkyne cycloaddition. The synthesis was based on the use of trityl azide with Fmoc-L-propargylglycine, enabling the incorporation of trityl protecting group into triazole structure. Firstly, we attempted to prepare 1,4-disubstituted-1,2,3-triazole by a similar reaction, using trityl azide and 1-ethynyl-4-fluorobenzene, which successfully resulted in 4-(4-fluorophenyl)-1-(trimethyl)-1H-1,2,3-triazole. We were monitoring the change in the structure of this molecule depending on the presence of acidic or basic conditions in the solvent. Based on the described reaction for the preparation of sterically hindered triazole, we were able to synthesise described unnatural amino acid by a slightly improved procedure and optimised the reaction to maximise the conversion. Finally, we attempted using synthesized amino acid in solid-phase peptide synthesis (SPPS) for the preparation of simple peptide.
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