Synthesis

Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl) benzotriazoles

AR Katritzky, K Suzuki, SK Singh

Index: Katritzky, Alan R.; Suzuki, Kazuyuki; Singh, Sandeep K. Synthesis, 2004 , # 16 p. 2645 - 2652

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Citation Number: 51

Abstract

Abstract Coupling an unprotected amino acid or dipeptide in partially aqueous solution with a readily available N-(Z-α-aminoacyl) benzotriazole or N-(Z-α-aminopetidoyl) benzotriazole affords N-terminal-protected di-, tri-, and tetrapeptides in yields of 85-98%(average 95% for 2a-i, 93% for 4a-f and 4a′, 86% for 5a-b) with minimal epimerization.