9-芴基甲氧基羰基保护基（9-fluorenylmethyloxycarbonyl, Fmoc） / 四六文摘

概要

9-芴基甲氧基羰基保护基（9-fluorenylmethyloxycarbonyl, Fmoc）、它经常用于通过氨基甲酸酯形成来保护胺基。
该保护基对酸性条件・氧化条件比较稳定、但是在温和的碱性条件下会发生脱保护。另外在接触还原条件下也容易被脱保护。因此，该保护基与Boc，Cbz保护基具有相辅相成的作用。

在许多应用中，它最常用于肽固相合成方法中。由于它具有特征吸收波长（301nm），因此可以用HPLC进行反应追踪。

开发史

1970年代初由Louis A. Carpino开发

反应机理

保护

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作为反应试剂Fmoc-Cl是最常用的。保护反应也就是典型的酰氯+碱条件下的反应。对于氨基酸的保护等，使用无机碱的Schotten-Baumann条件也很常见。