Introduction of histidine units using benzotriazolide activation

Na-Boc-Nim-(4-toluenesulfonyl-l-histidylbenzotriazole) enables convenient acylation of N-, O-, S-, and C-nucleophiles with no detectable racemization. We report efficient syntheses of novel histidine-containing di-, tri-, and tetra-peptides and models for the preparation of potentially biologically active histidine N-, O-, S-, and C-conjugates. Copyright (c) 2013 European Peptide Society and John Wiley \& Sons, Ltd.