Comparison of the Effects of 5-and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4-and 7-Isomers

…, P Henklein, A El-Faham, J Klose, M Bienert

Index: Carpino, Louis A.; Imazumi, Hideko; Foxman, Bruce M.; Vela, Michael J.; Henklein, Peter; El-Faham, Ayman; Klose, Jana; Bienert, Michael Organic Letters, 2000 , vol. 2, # 15 p. 2253 - 2256

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Citation Number: 40

Abstract

Synthesis of 5-and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.