一锅四组分反应合成“类先导”γ-内酰胺库。
Synthesis of a library of "lead-like" γ-lactams by a one pot, four-component reaction.
机构信息
Department of Chemistry, One Shields Ave, University of California , Davis, California 95616, United States.
出版信息
ACS Comb Sci. 2013 Jul 8;15(7):356-62. doi: 10.1021/co400049f. Epub 2013 Jun 12.
Abstract
The synthesis of a pilot scale library of 116 structurally diverse γ-lactams is reported. The library core structure emanates from a γ-lactam forming one-pot, four-component reaction of ammonium acetate, p-methoxythiophenol, p-methoxybenzaldehyde, and maleic anhydride. Structural diversity then arises from amide coupling, thioaryl cleavage, N-functionalization, and heterocycle forming reactions on this core structure. Computational analysis reveals that the library contains molecular properties and shape diversity suitable for drug lead and biological probe discovery.
摘要
报告了 116 种结构多样的γ-内酰胺的中试规模文库的合成。该文库的核心结构源自γ-内酰胺形成的一锅四组分反应，反应物包括乙酸铵、对甲氧基苯硫酚、对甲氧基苯甲醛和马来酸酐。然后通过酰胺偶联、噻吩基裂解、N-官能化和杂环形成反应，在这个核心结构上产生结构多样性。计算分析表明，该文库包含适合药物先导物和生物探针发现的分子性质和形状多样性。
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