Journal
TETRAHEDRON
Volume 68, Issue 23, Pages 4492-4500Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.11.066
Keywords
Histidine; Succinimidyl carbamate; Oligourea; Foldamer; Solid phase synthesis; Imidazole
Categories
Funding
- Centre National de la Recherche Scientifique (CNRS)
- Region Aquitaine
- University of Bordeaux
- Agence Nationale de la Recherche [ANR-07-PCVI-0018]
- ImmuPharma France
- Association Nationale pour la Recherche Technique (ANRT)
- Agence Nationale de la Recherche (ANR) [ANR-07-PCVI-0018] Funding Source: Agence Nationale de la Recherche (ANR)
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A new N-Boc-protected monomer for the synthesis of oligourea foldamers containing the (1H-imidazolyl-4yl)methyl side chain of histidine, has been prepared in seven steps from Trt-His(tau-Trt)OMe. This protecting group combination on histidine was found to be critical to ensure efficient access to the requisite activated building block. This new derivative, suitable for solid phase synthesis, expands the current arsenal of building blocks with proteinogenic side chains useful for the design of peptidomimetic oligourea foldamers. (C) 2011 Elsevier Ltd. All rights reserved.
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