Wingen Lukas Martin, Braun Christina, Rausch Marvin, Gross Harald, Schneider Tanja, Menche Dirk
Kekulé Institute of Organic Chemistry and Biochemistry, University of Bonn D-53121 Bonn Germany
Institute for Pharmaceutical Microbiology, University Clinic Bonn, University of Bonn D-53115 Bonn Germany.
RSC Adv. 2022 May 18;12(24):15046-15069. doi: 10.1039/d2ra01915a. eCollection 2022 May 17.
Full details on the design, strategies and tactics for development of a novel synthetic sequence to farnesyl lipid I and II analogs is reported. The modular route was based on a three coupling strategy involving an efficient solid phase synthesis of the elaborate peptide fragment, which proceeded with excellent yield and stereoselectivity and was efficiently applied for the convergent synthesis of 3-lipid I and II. Furthermore, the generality of this route was demonstrated by synthesis of 3-lipid I congeners that are characteristic for and . All 3-lipid I and II building blocks were obtained in high purity revealing high spectroscopic resolution.
报道了开发法尼基脂质I和II类似物新型合成序列的设计、策略和战术的详细信息。模块化路线基于一种三偶联策略，涉及精心设计的肽片段的高效固相合成，该合成以优异的产率和立体选择性进行，并有效地应用于3-脂质I和II的汇聚合成。此外，通过合成具有 和 特征的3-脂质I同系物证明了该路线的通用性。所有3-脂质I和II构建块均以高纯度获得，显示出高光谱分辨率。
