Amino acid side chains carboxamide-containing

Tetrazole analogues of amino acids have been prepared from Z-protected amino acids, and Z-protected amino nitriles." More recently, the group of Sureshbabu et al. extended this formal [3 -r 2] cycloaddition between a nitrile-containing protected -amino acid 11 and azide to also include Fmoc-amino acids and prepared and y-tetrazolyl -amino acids 12 for incorporation into peptides (see Scheme 10.2). ° The carboxamide side-chains of asparagine and glutamine were dehydrated and converted to the tetrazole by treatment with sodium azide and zinc bromide to afford tetrazole-isosteres of aspartic acid and... 

---