在FE399的缩肽类似物合成中，使用2-甲基-6-硝基苯甲酸酐，4-（二甲基氨基）吡啶-氧化物催化的大环内酰胺化反应
4-(Dimethylamino)pyridine -Oxide-Catalyzed Macrolactamization Using 2-Methyl-6-nitrobenzoic Anhydride in the Synthesis of the Depsipeptidic Analogue of FE399.
作者信息
Tonoi Takayuki, Inohana Takehiko, Kawahara Ryo, Sato Teruyuki, Ikeda Miyuki, Akutsu Miku, Murata Takatsugu, Shiina Isamu
机构信息
Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.
出版信息
ACS Omega. 2021 Jan 11;6(5):3571-3577. doi: 10.1021/acsomega.0c04878. eCollection 2021 Feb 9.
A depsipeptidic analogue of FE399 was efficiently synthesized mainly through macrolactamization using 2-methyl-6-nitrobenzoic anhydride (MNBA), and a detailed investigation of the desired 16-membered macrolactam core of FE399 was performed. It was determined that the combination of MNBA and a catalytic amount of 4-(dimethylamino)pyridine -oxide exhibits much higher activity than that of conventionally used coupling reagents such as hexafluorophosphate azabenzotriazole tetramethyl uronium and benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate.
FE399的一种缩肽类似物主要通过使用2-甲基-6-硝基苯甲酸酐（MNBA）进行大环内酰胺化反应高效合成，并对FE399所需的16元大环内酰胺核心进行了详细研究。结果表明，MNBA与催化量的4-（二甲基氨基）吡啶氧化物的组合表现出比传统使用的偶联试剂如六氟磷酸氮杂苯并三唑四甲基脲鎓和六氟磷酸苯并三唑-1-基-氧基三吡咯烷基鏻更高的活性。
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