(3-Ethyl-1-nitroazetidin-3-yl) methanesulfonate | 155141-16-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (3-Ethyl-1-nitroazetidin-3-yl) methanesulfonate
• CAS: 155141-16-5
• 化学式: C₆H₁₂N₂O₅S
• 分子量: 224.238
• InChiKey: LDDXTFNRVOEMGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3-Ethyl-1-nitroazetidin-3-yl) methanesulfonate 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 4.0h， 以68%的产率得到N-nitro-3-ethyl-2-azetine
  参考文献：
  名称：

  Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines

  摘要：

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.

  DOI：

  10.1021/jo00086a008
• 作为产物：
  描述：

  1-ethyl-3-azabicyclo<1.1.0>butane 在 4-二甲氨基吡啶 、 sodium hydroxide 、 氧气 、 硝酸 、 dinitrogen tetraoxide 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 (3-Ethyl-1-nitroazetidin-3-yl) methanesulfonate
  参考文献：
  名称：

  Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines

  摘要：

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.

  DOI：

  10.1021/jo00086a008

文献信息

• Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines
  作者：Alan P. Marchand、D. Rajagopal、Simon G. Bott、Thomas G. Archibald

  DOI：10.1021/jo00086a008

  日期：1994.4

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.