Á. Demeter, T. Fodor, J. Fischer
Nov 10, 1998
Citations
0
Influential Citations
8
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract Stereochemical analysis of epimeric diketopiperazine (DKP) derivatives of enalapril and lisinopril has been performed by NMR spectroscopy. The present study focuses on the configurational assignment and conformational characteristics of the epimeric DKPs obtained from cyclization and subsequent base-catalyzed hydrolysis. We report full 1 H and 13 C assignments as obtained by a concerted use of 1D and 2D methods. The configuration of the respective stereogenic centres and the main conformational features were derived from the measured scalar and NOE connections. One conspicuous conformational feature of the sidechain is its tendency to bend over the piperazinedione ring.