کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5223241 | 1383481 | 2009 | 9 صفحه PDF | دانلود رایگان |
Starting from 4-oxa- or 4-azasubstituted 2-amino-3-oxoesters and (S)-valine, chiral imidazole diamino monocarboxylic acids as well as diamino dicarboxylic acids were prepared in a few synthetic steps. Macrolactamization of the side chain protected imidazole amino acids yields the corresponding 18- and 24-membered ring analogues of the naturally occurring cyclic peptide Westiellamide with various anchoring sites. The threefold functionalized scaffolds 2b-4b and the sixfold functionalized scaffold 5 are versatile central modules for artificial receptors and ligands. Structural investigations of threefold functionalized scaffolds based on oxazole and N-methylimidazole units by DFT modeling are provided.
Starting from 4-oxa- or 4-azasubstituted 2-amino-3-oxoesters and (S)-valine, macrocyclic imidazole peptides with three and six anchoring sites were prepared in a few synthetic steps.
Journal: Tetrahedron - Volume 65, Issue 11, 14 March 2009, Pages 2217-2225