Iron-catalyzed cross-coupling reactions.: A scalable synthesis of the immunosuppressive agent FTY720
Iron-catalyzed cross-coupling reactions.: A scalable synthesis of the immunosuppressive agent FTY720
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DOI：
10.1021/jo049885d
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发表时间：
2004-05-28
影响因子：
3.6
通讯作者：
F端rstner, A
中科院分区：
文献类型：
--
作者：
Seidel, G;Laurich, D;F端rstner, A
通过廉价、无毒和环境友好的Fe（acac）（3）催化的官能化芳基三氟甲磺酸酯5与辛基溴化镁的化学和区域选择性交叉偶联反应为辛基苯衍生物6的实用和可规模化合成奠定了基础，辛基苯衍生物6用作制备FTY 720（1）的关键结构单元。这种2-氨基-1，3-丙二醇衍生物显示出非常有前途的免疫抑制特性，目前正在进行人体临床III期试验。
A chemo- and regioselective cross-coupling reaction of the functionalized aryl triflate 5 with octylmagnesium bromide catalyzed by cheap, nontoxic, and environmentally benign Fe(acac)(3) sets the basis for a practical and scaleable synthesis of the octylbenzene derivative 6, which serves as a key building block for the preparation of FTY720 (1). This 2-amino-1,3-propanediol derivative shows highly promising immunosuppressive properties and is currently in human clinical phase III trials.