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A short synthesis of bicyclic dipeptides corresponding to Xxx-L-Pro Xxx-D-Pro having constrained trans-proline amides
T P Curran1, L A Marcaurelle, K M O'Sullivan
1Department of Chemistry, College of the Holy Cross, Worcester, Massachusetts 01610-2395, USA. tcurran@holycross.edu
Organic Letters
|May 29, 2000
Abstract:
[formula: see text] A short synthesis that generates two isomeric bicyclic dipeptides having constrained, trans-proline amide bonds has been developed. One of these bicyclic dipeptides corresponds to an Xxx-L-Pro dipeptide (4), while the other isomer corresponds to an Xxx-D-Pro dipeptide (5). The two isomers are readily distinguished by their 1H NMR spectra.