(2E)-4-methyl-2-nitro-N-{[(4-nitrophenyl)sulfonyl]oxy}pent-2-en-1-amine | 1175712-50-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E)-4-methyl-2-nitro-N-{[(4-nitrophenyl)sulfonyl]oxy}pent-2-en-1-amine
• 英文别名: [[(E)-4-methyl-2-nitropent-2-enyl]amino] 4-nitrobenzenesulfonate
• CAS: 1175712-50-1
• 化学式: C₁₂H₁₅N₃O₇S
• 分子量: 345.333
• InChiKey: GTYJSAKWWZXKAX-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  155
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2E)-4-methyl-2-nitropent-2-en-1-yl carbonochloridate 、 1-[(aminooxy)sulfonyl]-4-nitrobenzene 在 potassium carbonate 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以65%的产率得到(2E)-4-methyl-2-nitro-N-{[(4-nitrophenyl)sulfonyl]oxy}pent-2-en-1-amine
  参考文献：
  名称：

  O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement

  摘要：

  (E)-O-aryl-sulfonyl-N-[2-nitroalk(-2-enyl)]hydroxyl-aamines were readily obtained with good yields starting from (E)-nitro-allyl-alcohols, the crucial step being an inorganic base-catalyzed de-carboxylative rearrangement of proposed labile unstable carbamates. A possible mechanism for the reaction, characterized by the unusual retention of the sulfonyl-oxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.016

文献信息

• O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement
  作者：Stefania Fioravanti、Lucio Pellacani、Paolo A. Tardella

  DOI：10.1016/j.tet.2009.05.016

  日期：2009.7

  (E)-O-Arylsulfonyl-N-(2-nitroalk(-2-enyl)hydroxylamines were easily obtained in good yields starting from (E)-nitro allylic alcohols, the crucial step being an inorganic base-catalyzed decarboxylative rearrangement of proposed labile unsaturated carbamates. A possible mechanism for the Outcome of the reaction, characterized by the unusual retention of the sulfonyloxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  (E)-O-aryl-sulfonyl-N-[2-nitroalk(-2-enyl)]hydroxyl-aamines were readily obtained with good yields starting from (E)-nitro-allyl-alcohols, the crucial step being an inorganic base-catalyzed de-carboxylative rearrangement of proposed labile unstable carbamates. A possible mechanism for the reaction, characterized by the unusual retention of the sulfonyl-oxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.