I. Ojima et al., NEW AND EFFICIENT COUPLING METHOD FOR THE SYNTHESIS OF PEPTIDES BEARING THE NORSTATINE RESIDUE AND THEIR ANALOGS, Journal of organic chemistry, 59(6), 1994, pp. 1249-1250
Novel ring-opening coupling reactions of enantiomerically pure (3R,4S)
-1-(tert-butoxycarbonyl)-3-hydroxy beta-lactams 1 with various (S)-ami
no acid esters 2 including proline methyl ester proceed smoothly at am
bient temperature to give the corresponding dipeptides 3 bearing the n
orstatine residue and its analogs in excellent yields. This new coupli
ng method is applicable to solid-phase peptide syntheses.