Synthesis

The efficient preparation of di-and tripeptides by coupling N-(Cbz-or Fmoc-α-aminoacyl) benzotriazoles with unprotected amino acids

AR Katritzky, P Angrish, K Suzuki

Index: Katritzky, Alan R.; Angrish, Parul; Suzuki, Kazuyuki Synthesis, 2006 , # 3 p. 411 - 424

Full Text: HTML

Citation Number: 43

Abstract

Abstract N-(Cbz-or Fmoc-α-aminoacyl) benzotriazoles 2 and N-protected peptidoylbenzotriazoles 6 are coupled in aqueous acetonitrile solution with free amino acids or dipeptides to prepare:(i) 22 chirally pure dipeptides 5a-v (in an average yield of 82%) from N-(Cbz-or Fmoc-α-aminoacyl) benzotriazoles 2 and unprotected amino acids,(ii) five chiral tripeptides 7a-e (in an average yield of 75%) from N-protected ...