Synthesis of Unique Bioactive Alkaloids by Ugi Four-Component One-Pot Reaction

Houjin Li, Yang Xu, Y. Zhong, Xiaoyan Zhang, Fangmeng Zhu, Liuping Chen
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Abstract

: Using α -amino acids, aldehydes, isocyanides and alcohols as the starting materials, four components react in one pot at room temperature to obtain naturally unique bioactive alkaloids, 1,1’-iminodicarboxylic acid derivatives. The reaction process is monitored by thin layer chromatography and liquid chromatography-mass spectrometry, and the products are purified by silica gel column chromatography. The structures are determined by mass spectrometry and nuclear magnetic resonance spectroscopy. The reaction is an innovative development of Ugi reaction, which has the characteristics of simple reaction operation, high yield, good stereoselectivity and high atomic economy. It has been widely used in the design and synthesis of new drugs, combinatorial chemistry and natural product synthesis.
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Ugi四组分一锅反应合成独特生物活性生物碱
:以α -氨基酸、醛类、异氰酸酯和醇类为原料,四种组分在室温下一锅反应,得到天然独特的生物碱、1,1′-亚氨基二羧酸衍生物。反应过程采用薄层色谱法和液相色谱-质谱法监测,产物采用硅胶柱色谱法纯化。结构由质谱和核磁共振谱测定。该反应是对Ugi反应的创新发展,具有反应操作简单、产率高、立体选择性好、原子经济性高等特点。它已广泛应用于新药的设计和合成、组合化学和天然产物的合成。
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