Tetrahedron Letters p. 381 - 384 (1993)
Update date:2022-08-04
Topics:
Magaard, Victoria W.
Sanchez, Robert M.
Bean, John W.
Moore, Michael L.
A convenient synthesis of Boc-DL-5,5-dimethylproline methyl ester is described.This conformationally-constrained amino acid may be expected to exist predominantly in the cis peptide bond isomer when incorporated into peptides.The peptide bond in the model peptide Boc-Phe-Me2Pro-OMe is shown to be 90percent in the cis isomer. Keywords: 5,5-dimethylproline; synthesis; cis peptide bond; conformational constraint; cis-trans isomerism.
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Doi:10.1021/ja808673n
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(1993)
