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The title compound has been studied by molecular mechanics calculations. There is no single, well defined global minimum energy conformation and the low energy conformations are unrelated to the conformation of the analogous alkene, trans,trans,trans-cyclodeca-1,5,9-triene. Electrostatic interactions between the amide groups are shown to be an important conformational determinant in the cyclic tripeptide. Not unexpectedly attempts to characterize a single conformation of cyclo-[β-ala]3by X-ray crystal structure analysis and2H n.m.r. were unsuccessful.

Type

Journal article

Journal

Journal of the Chemical Society, Perkin Transactions 2

Publication Date

01/12/1982

Pages

239 - 243