Document Type
Article
Publication Date
1-8-2020
Publisher
American Chemical Society
Abstract
The preparation of 16 oxazole- or thiazole-containing amino esters bearing a wide array of N-substitution is reported. These were accessed in 40–92% yield via an AgClO4-promoted substitution reaction between a primary amine and a chloromethyl-functionalized thiazole or oxazole. These new synthetic building blocks will be useful for the preparation of new cyclopeptide analogues bearing heterocyclic backbone modifications. Four macrocyclic N-substituted oligoamides that include thiazole or oxazole heterocycles were obtained, following cyclooligomerization reactions of azole-modified N-substituted amino acids.
Recommended Citation
Motevalli, S., Nguyen, M. T., Tan, J., & Fuller, A. A. (2020). Diverse N-Substituted Azole-Containing Amino Acids as Building Blocks for Cyclopeptides. ACS Omega, 5(2), 1214–1220. https://doi.org/10.1021/acsomega.9b03682
Comments
This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.