9-芴基甲氧基羰基保护基 Fmoc Protecting Group


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。



  • Carpino, A. L.; Han, G. Y. J. Am. Chem. Soc. 1970, 92, 5748. DOI: 10.1021/ja00722a043
  • Carpino, L. A.; Han, G. Y. J. Org. Chem. 1972, 37, 3404. DOI: 10.1021/jo00795a005
  • Carpino, L.; Han, G. J. Org. Chem. 1979, 44, 3739. DOI: 10.1021/jo01335a600
  • Fmoc-OSu: Sigler, G. F.; Fuller, W. D.; Chaturvedi, N. C.; Goodman, M.; Verlander, M. Biopolymers 1983, 22, 2157. doi:10.1002/bip.360221002
  • Fmoc-pfp:Schön, I.; Kisfaludy, L. Synthesis 1986, 303. DOI: 10.1055/s-1986-31591
  • Fmoc-DMT: Hioki, K.; Kinugasa, M.; Kishimoto, M.; Fujiwara, M.; Tani, S.; Kunishima, M. Synthesis 2006, 1931. DOI: 10.1055/s-2006-942389
  • Fmoc-Amox: Kumar, A.; Sharma, A.; Haimov, E.; El-Faham, A.; de la Torre, B. G.; Albericio, F. Org. Process Res. Dev. 2017, 21, 1533. DOI: 10.1021/acs.oprd.7b00199
  • Carpino, L. A. Acc. Chem. Res. 1987, 20, 401. DOI: 10.1021/ar00143a003
  • Isidro-Llobet, A.; Álvarez, M.; Albericio, F. Chem. Rev. 2009, 109, 2455. DOI: 10.1021/cr800323s
  • Luna, O. F.; Gomez, J.; Cardenas, C.; Albericio, F.; Marshall, S. H.; Guzman, F.Molecules 2016, 21, 1542. doi:10.3390/molecules21111542


1970年代初由Louis A. Carpino开发



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cited by “Greene’s Protective Groups in Organic Synthesis”, 4th ed.

近年来,已经研究了用DBU和哌嗪代替哌啶的方法(RSC Adv. 2015, 5, 104417)。


Calicheamicin γ1I全合成[1]:在多步骤中Fmoc体现出了两个的稳定性。


  1. Nicolaou, K. C.; Groneberg, R. D.; Miyazaki, T.; Stylianides, N. A.; Schulze, T. J.; Stahl, W. J. Am. Chem. Soc. 1990, 112, 8193. DOI: 10.1021/ja00178a069


Greene's Protective Groups in Organic Synthesis

Greene’s Protective Groups in Organic Synthesis

  • 著者Peter G. M. Wuts
  • 参考価格¥ 12,094日元
    価格¥ 11,813(2018/07/08 10:25時点)
  • 出版社John Wiley & Sons Inc



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