The uronium/guanidinium peptide coupling reagents: Finally the true uronium salts
Angewandte Chemie - International Edition, Volume 41, No. 3, Year 2002
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The strict exclusion of tertiary amines during the otherwise standard synthetic approach to the synthesis of the guanidinium-type peptide coupling reagents HBTU (X = CH, see scheme) and HATU (X = N) allows the synthesis of the uronium-type isomers of these guanidinium compounds, whose existence was until now pure speculation. These O isomers (O-HBTU and O-HATU) are more efficient coupling reagents than the N isomers.