Synthesis and conformational studies of dipeptides constrained by disubstituted 3-(aminoethoxy) propionic acid linkers

DS Reddy, D Vander Velde, J Aubé

Index: Reddy, D. Srinivasa; Vander Velde, David; Aube, Jeffrey Journal of Organic Chemistry, 2004 , vol. 69, # 5 p. 1716 - 1719

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Citation Number: 20

Abstract

A series of cyclic compounds with dimethyl-substituted 3-(aminoethoxy) propionic acid linkers have been prepared as potential β-turn mimics. The desired linkers were prepared from disubstituted pyrones, which were coupled with dipeptides and then subjected to macrocyclization using diethylcyanophosphonate to furnish cyclic compounds 1-5. Conformational analysis was carried out using NMR and X-ray crystallography. All of the ...