ethyl 1-(2-hydroxy-2-phenylethyl)-5-oxo-4,5-dihydro-1H-azepine-3-carboxylate | 1271111-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: ethyl 1-(2-hydroxy-2-phenylethyl)-5-oxo-4,5-dihydro-1H-azepine-3-carboxylate
• 英文别名: ethyl 1-(2-hydroxy-2-phenylethyl)-5-oxo-4H-azepine-3-carboxylate
• CAS: 1271111-85-3
• 化学式: C₁₇H₁₉NO₄
• 分子量: 301.342
• InChiKey: VHQGOJZIWKIBAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2H-azirine-3-carboxylate 在 potassium carbonate 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 19.92h， 生成 ethyl 1-(2-hydroxy-2-phenylethyl)-5-oxo-4,5-dihydro-1H-azepine-3-carboxylate
  参考文献：
  名称：

  Reactions of azepinones with electrophiles

  摘要：

  Azepinones are available via a one-pot cycloaddition-ring expansion reaction sequence in good yield. The reactions of azepinones with alkyl halides and epoxides were studied. We report herein protocols for the alkylation of azepinones at nitrogen with alkyl halides and epoxides and the isomerizations that occur in the presence of a base. We also report an unexpected ring contraction under oxidative conditions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.091

文献信息

• Reactions of azepinones with electrophiles
  作者：Galyna G. Dubinina、William J. Chain

  DOI：10.1016/j.tetlet.2010.12.091

  日期：2011.2

  Azepinones are available via a one-pot cycloaddition-ring expansion reaction sequence in good yield. The reactions of azepinones with alkyl halides and epoxides were studied. We report herein protocols for the alkylation of azepinones at nitrogen with alkyl halides and epoxides and the isomerizations that occur in the presence of a base. We also report an unexpected ring contraction under oxidative conditions. (C) 2010 Elsevier Ltd. All rights reserved.