diethyl 2,2'-dipentyl-3,3'-bidiaziridine-1,1'-dicarboxylate | 1357266-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: diethyl 2,2'-dipentyl-3,3'-bidiaziridine-1,1'-dicarboxylate
• 英文别名: ethyl (3S)-3-[(3R)-1-ethoxycarbonyl-2-pentyldiaziridin-3-yl]-2-pentyldiaziridine-1-carboxylate
• CAS: 1357266-16-0
• 化学式: C₁₈H₃₄N₄O₄
• 分子量: 370.492
• InChiKey: ARFYVYKJBBQQAO-PKRDOGSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  n-ethoxycarbonyl-p-nitrobenzene sulfonamide 、 N,N'-dipentylethane-1,2-diimine 在 calcium oxide 作用下， 以 二氯甲烷 为溶剂， 生成 diethyl 2,2'-dipentyl-3,3'-bidiaziridine-1,1'-dicarboxylate
  参考文献：
  名称：

  Chiral bidiaziridines by a two-step domino aziridination of meso-α-diimines

  摘要：

  Chiral racemic alpha-diimines, tested in aziridination reactions with NsONHCO(2)Et, for the first time led to the synthesis of (+/-)-bidiaziridines, stereoselectively derived from the corresponding meso (E-s-trans-E)-alpha-diimines. Moreover, a minor bidiaziridine isomer, probably a meso form that was lost under classical work-up conditions, can be obtained by adding water to the crude mixtures at the end of amination reactions. The results definitively prove that the imine aziridination by carbamates is a two-step domino process. The structures of the compounds were determined using 2D NMR on purified bidiaziridines. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.08.017

文献信息

• Chiral bidiaziridines by a two-step domino aziridination of meso-α-diimines
  作者：Emanuele Aresu、Laura Carroccia、Stefania Fioravanti、Simona Gasbarri、Lucio Pellacani、Fabio Sciubba

  DOI：10.1016/j.tet.2013.08.017

  日期：2013.11

  Chiral racemic alpha-diimines, tested in aziridination reactions with NsONHCO(2)Et, for the first time led to the synthesis of (+/-)-bidiaziridines, stereoselectively derived from the corresponding meso (E-s-trans-E)-alpha-diimines. Moreover, a minor bidiaziridine isomer, probably a meso form that was lost under classical work-up conditions, can be obtained by adding water to the crude mixtures at the end of amination reactions. The results definitively prove that the imine aziridination by carbamates is a two-step domino process. The structures of the compounds were determined using 2D NMR on purified bidiaziridines. (C) 2013 Published by Elsevier Ltd.