期刊
TETRAHEDRON
卷 74, 期 6, 页码 684-691出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.12.055
关键词
1,3,4-Oxadiazole; Peptidomimetic; Solid-phase
资金
- Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Education [2016R1D1A1B04932654]
- Bio & Medical Technology Development Program of the National Research Foundation - Ministry of Science, ICT & Future Planning in Korea [2014M3A9A9073847]
Design and solid phase synthesis of the 1,3,4-oxadiazole based peptidomimetic library is presented. Library synthesis starts from the coupling of the thiosemicarbazide resin with Fmoc-protected amino acid following desulfurative cyclization to 1,3,4-oxadiazoles. Following substitution of the secondary amine with the 3-nitrobenzoyl functional group and its further reduction were performed. Thus, the functionalization with amino acids could be performed on both sides of the core skeleton. After diversification and cleavage from the resin using TFA: DCM cleavage cocktail, an enantiopure library of compounds was obtained. Further evaluation of physicochemical properties was performed. (C) 2017 Elsevier Ltd. All rights reserved.
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