88282-75-1

Upstream product

• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 102422-45-7 N-(1H-imidazol-1-ylcarbonyl)-L-phenylalanine methyl ester 
• 1429433-24-8 Boc-AzaGly-Phe-OMe 
• 173459-80-8 benzyl [2?(1H?benzo[d][1,2,3]triazol?1?yl)?2?oxoethyl]carbamate 
• 1429433-56-6 H-AzaGly-Phe-OH tosylate salt 

Relevant academic research and scientific papers

Benzotriazole-mediated synthesis of aza-peptides: En route to an aza-leuenkephalin analogue

Novel N-(N-Pg-azadipeptidoyl)benzotriazoles 20a-e couple efficiently with α-amino acids 21a-e, dipeptides 22a-c, aminoxyacetic acid 23a, depsidipeptide 23b, and α-hydroxy-β-phenylpropionic acid 27 yielding, respectively, azatripeptides 24a-g, azatetrapeptides 25a,b, a hybrid azatripeptide with an oxyamide bond 26a, a hybrid azatetrapeptide with an ester bond 26b, and a hybrid azatripeptide with an ester bond 28. A new protocol for the synthesis of N-Pg-azatripeptides 33a,b and 35a,b, each containing a natural amino acid at the N-terminus, avoids the low coupling rates of the aza-amino acid residue and enables the solution-phase synthesis of an azaphenylalanine analogue of Leu-enkephalin 40.