Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis
Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis
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DOI：
10.1021/acs.orglett.9b04568
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发表时间：
2020-02-07
期刊：
影响因子：
5.2
通讯作者：
Molander, Gary A.
中科院分区：
文献类型：
--
作者：
Badir, Shorouk O.;Sim, Jaehoon;Molander, Gary A.
DNA编码库（DEL）技术已成为一种新的查询模式，在制药工业中的配体发现。鉴于对DEL平台中更高比例的C（sp（3））-杂化中心的需求日益增加，使用市售的烷基溴和结构多样的α-甲硅烷基胺引入光氧化还原介导的交叉偶联和脱氟烷基化方法。值得注意的是，对于各种基于氨基酸的有机硅烷的掺入，不需要用于胺的保护基团策略，从而为进一步衍生化提供关键的分支点。
DNA-encoded library (DEL) technology has emerged as a novel interrogation modality for ligand discovery in the pharmaceutical industry. Given the increasing demand for a higher proportion of C(sp(3))-hybridized centers in DEL platforms, a photoredox-mediated cross-coupling and defluorinative alkylation process is introduced using commercially available alkyl bromides and structurally diverse alpha-silylamines. Notably, no protecting group strategies for amines are necessary for the incorporation of a variety of amino-acid-based organosilanes, providing crucial branching points for further derivatization.