期刊
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷 19, 期 22, 页码 6268-6271出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2009.09.107
关键词
Reformatsky reaction; Amino acids; Native chemical ligation; L-Lysine derivatives
资金
- Nanyang Technological University
- Ministry of Education, Singapore
A general and diastereoselective synthesis of (2S, 4S)-4-mercapto-L-lysine derivative was described. The key features of this synthesis include Zn-mediated diastereoselective Reformatsky reaction and selective reduction of methyl ester with sodium borohydride. Introduction of thiol functional group on lysine side chain proved to be appropriate for dual native chemical ligation. This methodology allows to develop various 4-substituted L-lysine derivatives. (C) 2009 Elsevier Ltd. All rights reserved.
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