methyl (2S)-2-({[1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(trifluoromethyl)aziridin-2-yl]carbonyl}amino)-3-methylbutanoate | 1385818-40-5

• 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: methyl (2S)-2-({[1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(trifluoromethyl)aziridin-2-yl]carbonyl}amino)-3-methylbutanoate
• 英文别名: methyl (2S)-2-[[(2R,3R)-1-(1,3-dioxoisoindol-2-yl)-3-(trifluoromethyl)aziridine-2-carbonyl]amino]-3-methylbutanoate
• CAS: 1385818-40-5
• 化学式: C₁₈H₁₈F₃N₃O₅
• 分子量: 413.353
• InChiKey: DPYOHXBLJZLTGN-JXVBGZRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  95.8
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  L-缬氨酸甲酯盐酸盐 在 碘苯二乙酸 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (2S)-2-({[1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(trifluoromethyl)aziridin-2-yl]carbonyl}amino)-3-methylbutanoate 、 methyl (2S)-2-({[1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(trifluoromethyl)aziridin-2-yl]carbonyl}amino)-3-methylbutanoate
  参考文献：
  名称：

  Synthesis of fluorinated N-aminoaziridines: access to new CF3-peptidomimetics

  摘要：

  A series of fluorinated N-aminoaziridines have been synthesized by the PhI(OAc)(2)-mediated aziridination procedure. The reaction was carried out with various protected hydrazides and fluorinated alkenes. The reaction was extended to alkenes bearing an amino acid and the ring opening of the CF3-N-aminoaziridines has been investigated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.093

文献信息

• Synthesis of fluorinated N-aminoaziridines: access to new CF3-peptidomimetics
  作者：Bertrand Schweitzer-Chaput、Massaba Keita、Thierry Milcent、Sandrine Ongeri、Benoit Crousse

  DOI：10.1016/j.tet.2012.06.093

  日期：2012.9

  A series of fluorinated N-aminoaziridines have been synthesized by the PhI(OAc)(2)-mediated aziridination procedure. The reaction was carried out with various protected hydrazides and fluorinated alkenes. The reaction was extended to alkenes bearing an amino acid and the ring opening of the CF3-N-aminoaziridines has been investigated. (C) 2012 Elsevier Ltd. All rights reserved.