(2R*,3R*)-2-cyano-3-ethyl-2-{[(1S)-1-(methoxycarbonyl)-2-methylpropyl]carbamoyl}aziridine | 1020065-18-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R*,3R*)-2-cyano-3-ethyl-2-{[(1S)-1-(methoxycarbonyl)-2-methylpropyl]carbamoyl}aziridine
• CAS: 1020065-18-2
• 化学式: C₁₂H₁₉N₃O₃
• 分子量: 253.301
• InChiKey: MWQBTMFHRCLZNS-XEVUQIKYSA-N

反应信息

• 作为反应物：
  描述：

  (2R*,3R*)-2-cyano-3-ethyl-2-{[(1S)-1-(methoxycarbonyl)-2-methylpropyl]carbamoyl}aziridine 、 N-叔丁氧羰基-L-丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以93%的产率得到methyl (2S)-2-[({(2R*,3R*)-1-[L-N-(tert-butoxycarbonyl)alanyl]-2-cyano-3-ethylaziridin-2-yl}carbonyl)amino]-3-methylbutanoate
  参考文献：
  名称：

  Solution-phase synthesis of 2-cyano and 2-amido aziridinyl peptides

  摘要：

  Starting from a library of 2-L-alpha-amino acyl (E)-acrylonitriles, different short 2-cyano and 2-amino aziridinyl peptides, potential protease inhibitors. were obtained under parallel solution-phase conditions. The transformations include careful selection of conditions for aziridine deprotection and cyano group partial hydrolysis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.098
• 作为产物：
  描述：

  tert-butyl (2R*,3R*)-2-cyano-3-ethyl-2-{[(1S)-1-(methoxycarbonyl)-2-methylpropyl]carbamoyl}aziridine-1-carboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以58%的产率得到(2R*,3R*)-2-cyano-3-ethyl-2-{[(1S)-1-(methoxycarbonyl)-2-methylpropyl]carbamoyl}aziridine
  参考文献：
  名称：

  Solution-phase synthesis of 2-cyano and 2-amido aziridinyl peptides

  摘要：

  Starting from a library of 2-L-alpha-amino acyl (E)-acrylonitriles, different short 2-cyano and 2-amino aziridinyl peptides, potential protease inhibitors. were obtained under parallel solution-phase conditions. The transformations include careful selection of conditions for aziridine deprotection and cyano group partial hydrolysis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.098