期刊
TETRAHEDRON
卷 56, 期 52, 页码 10113-10125出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)00856-5
关键词
anodic amide oxidation; TRH-R; bicyclic lactum peptidomimetics
In connection with efforts to build constrained peptidomimetics for the endocrine hormone TRH, a general strategy for the construction of bicyclic lactam peptide building blocks has been developed. This strategy used an anodic amide oxidation to selectively functionalize proline and then an olefin metathesis to build the desired lactam constraint. The route described provides a single approach for synthesizing both fully functionalized TRH analogs having seven- and eight-membered ring lactam constraints, as well as six- and seven-membered ring lactam analogs without the sidechain on the central amino acid. (C) 2000 Elsevier Science Ltd. All rights reserved.
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