Synthesis of (S)- and (R)- tert Leucine Enabling Direct Coupling with α-Amino Acid Esters via β-Lactam-Derived α-Amino Acid N-Carboxy Anhydrides.

Abstract

(3S, 4R)- and (3R, 4S)-3-hydroxy-4- tert-butyl β-lactams on exposure to 1M NaOCl and a catalytic amount of 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) afforded α-amino acid N-carboxy anhydrides formally derived from both (S)- and (R)- tert-leucine amino acids. © 1997 Published by Elsevier Science Ltd.