Build/Couple/Pair Strategy for the Synthesis of Stereochemically Diverse Macrolactams via Head-to-Tail Cyclization
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- 作者：Mark E. Fitzgerald ; Carol A. Mulrooney ; Jeremy R. Duvall ; Jingqiang Wei ; Byung-Chul Suh ; Lakshmi B. Akella ; Anita Vrcic ; Lisa A. Marcaurelle
- 刊名：ACS Combinatorial Science
- 出版年：2012
- 出版时间：February 13, 2012
- 年：2012
- 卷：14
- 期：2
- 页码：89-96
- 全文大小：594K
- 年卷期：v.14,no.2(February 13, 2012)
- ISSN：2156-8944
文摘
A build/couple/pair (B/C/P) strategy was employed to generate a library of 7936 stereochemically diverse 12-membered macrolactams. All 8 stereoisomers of a common linear amine precursor were elaborated to form the corresponding 8 stereoisomers of two regioisomeric macrocyclic scaffolds via head-to-tail cyclization. Subsequently, these 16 scaffolds were further diversified via capping of two amine functionalities on SynPhase Lanterns. Reagents used for solid-phase diversification were selected using a sparse matrix design strategy with the aim of maximizing coverage of chemical space while adhering to a preset range of physicochemical properties.