(E)-1-(1-hydroxy-3-(4-methoxyphenyl)allyl)-N-(2-methoxyphenyl)cyclopropanecarboxamide | 956714-63-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-1-(1-hydroxy-3-(4-methoxyphenyl)allyl)-N-(2-methoxyphenyl)cyclopropanecarboxamide
• 英文别名: 1-[(E)-1-hydroxy-3-(4-methoxyphenyl)prop-2-enyl]-N-(2-methoxyphenyl)cyclopropane-1-carboxamide
• CAS: 956714-63-9
• 化学式: C₂₁H₂₃NO₄
• 分子量: 353.418
• InChiKey: PSOQRBTYTKFOLH-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-(1-hydroxy-3-(4-methoxyphenyl)allyl)-N-(2-methoxyphenyl)cyclopropanecarboxamide 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以83%的产率得到(E)-8'-methoxy-4'-(4-methoxystyryl)-1'H-spiro[cyclopropane-1,3'-quinolin]-2'(4'H)-one
  参考文献：
  名称：

  A Divergent Synthesis of γ-Iminolactones, Dihydroquinolin-2-ones, and γ-Lactames from β-Hydroxymethylcyclopropanylamides

  摘要：

  gamma-Iminolactones 2, dihydroquinolin-2-ones 3, and gamma-lactames 4 have been synthesized starting from beta-hydroxymethylcyclopropanylamides 1, mediated by SnCl4/NaI/NEt3, BF3 center dot OEt2, and TiCl4/NEt3. The corresponding products 2, 3, and 4 were produced, respectively, in high to excellent yields.

  DOI：

  10.1021/jo701495s
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 (E)-1-(1-hydroxy-3-(4-methoxyphenyl)allyl)-N-(2-methoxyphenyl)cyclopropanecarboxamide
  参考文献：
  名称：

  A Divergent Synthesis of γ-Iminolactones, Dihydroquinolin-2-ones, and γ-Lactames from β-Hydroxymethylcyclopropanylamides

  摘要：

  gamma-Iminolactones 2, dihydroquinolin-2-ones 3, and gamma-lactames 4 have been synthesized starting from beta-hydroxymethylcyclopropanylamides 1, mediated by SnCl4/NaI/NEt3, BF3 center dot OEt2, and TiCl4/NEt3. The corresponding products 2, 3, and 4 were produced, respectively, in high to excellent yields.

  DOI：

  10.1021/jo701495s

文献信息

• A Divergent Synthesis of γ-Iminolactones, Dihydroquinolin-2-ones, and γ-Lactames from β-Hydroxymethylcyclopropanylamides
  作者：Tao Xiong、Qian Zhang、Zhiguo Zhang、Qun Liu

  DOI：10.1021/jo701495s

  日期：2007.10.1

  gamma-Iminolactones 2, dihydroquinolin-2-ones 3, and gamma-lactames 4 have been synthesized starting from beta-hydroxymethylcyclopropanylamides 1, mediated by SnCl4/NaI/NEt3, BF3 center dot OEt2, and TiCl4/NEt3. The corresponding products 2, 3, and 4 were produced, respectively, in high to excellent yields.