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Keywords:

  • Amino acids;
  • Coupling reagents;
  • N-Hydroxylamine derivatives;
  • Peptides;
  • Racemization

Abstract

Several heterocycles containing N-hydroxylamine were prepared and tested as coupling additives to replace the use of N-hydroxybenzotriazole (HOBt) derivatives. On the basis of our results on coupling yield and racemization-suppressing properties, we propose N-hydroxyindolin-2-one and 6-chloro-N-hydroxy-2-phenylbenzimidazole as suitable substitutes for HOBt.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)