| 134540-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• CAS: 134540-12-8；134625-44-8
• 化学式: C₂₁H₂₀N₂O₃
• 分子量: 348.401
• InChiKey: XHKFETNXYHLNDN-LFPSWIHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.01
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (8ci,9ci)-1H-氮杂卓-1-羧酸甲酯 、 C,N-diphenylnitrone 以 甲苯 为溶剂， 以48%的产率得到
  参考文献：
  名称：

  1,3-Dipolar Cycloadditions of N,a-Diphenylnitrone to the 4,5-Positions of 1H-Azepine and 1H-1,2-Diazepine Derivatives: Formation of endo- and exo-Type Cycloadducts and Computer-assisted Line Shape Simulation of the Nmr spectra of the Adducts

  摘要：

  Reaction of 1-carbomethoxy-1H-azepine with N, alpha-diphenylnitrone afforded two stereochemical isomers in almost the same ratio. The analysis of the nmr spectra of the cycloadducts were confirmed by good coincidence of the spectra to those obtained by computer assisted line shape simulation. The analogous result was obtained in the reaction using 1-carboethoxy-1H-1,2-diazepine. The reaction is considered to proceed through concerted [4+2]-type 1,3-dipolar cycloadditions of the nitrone to the 4,5-positions of the azepine or diazepine to give endo- and exo-type adducts because of the absence of stabilization effects by secondary orbital interactions in the transition states.

  DOI：

  10.3987/com-90-5495

文献信息

• Regioselective Cycloadditions of 1H-Azepine and 1H-1,2-Diazepine Derivatives with N,a-Diphenylnitrone and Nitrosobenzene
  作者：Katsuhiro Saito、Akihiro Yoshino、Hiroyuki Watanabe、Kensuke Takahashi

  DOI：10.3987/com-91-5916

  日期：——

  Reactions of 1-carbomethoxy-lH-azepine with N, alpha-diphenylnitrone afforded endo- and exo-[2 + 3]-type cycloadducts in almost the same ratio. Reactions of 1-carboethoxy-lH-azepine with nitrosobenzene in chloroform afforded [4 + 2]- and [6 + 2]-types of cycloadducts. Analogous results were obtained in the reactions using 1-carboethoxy-lH-1,2-diazepine.