2-(1,3-Dithiolan-2-ylidene)-5-(4-methoxyphenyl)-3-oxo-N-(phenylmethyl)-4-pentenamide | 848179-10-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(1,3-Dithiolan-2-ylidene)-5-(4-methoxyphenyl)-3-oxo-N-(phenylmethyl)-4-pentenamide
• 英文别名: N-benzyl-2-(1,3-dithiolan-2-ylidene)-5-(4-methoxyphenyl)-3-oxopent-4-enamide
• CAS: 848179-10-2
• 化学式: C₂₂H₂₁NO₃S₂
• 分子量: 411.546
• InChiKey: SMMFPOBTVHJWDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(1,3-Dithiolan-2-ylidene)-5-(4-methoxyphenyl)-3-oxo-N-(phenylmethyl)-4-pentenamide 在 sodium hydride 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 反应 0.5h， 以67%的产率得到1-Benzyl-3-(1,3-dithiolan-2-ylidene)-6-(4-methoxyphenyl)piperidine-2,4-dione
  参考文献：
  名称：

  Polarity-Reversible Conjugate Addition Tuned by Remote Electronic Effects

  摘要：

  A new concept, polarity-reversible conjugate addition, has been described, based on the findings that the polarity of a classical Michael acceptor can be reversed through remote electronic effects. In addition, the remote electronic effects are tunable, and both five- and six-membered nitrogen rings can be constructed starting from acyclic precursors having the same enone structure unit simply by varying a remote substituent in the molecules.

  DOI：

  10.1021/ol902551m

文献信息

• Polarity-Reversible Conjugate Addition Tuned by Remote Electronic Effects
  作者：Yifei Li、Xianxiu Xu、Jing Tan、Peiqiu Liao、Jingping Zhang、Qun Liu

  DOI：10.1021/ol902551m

  日期：2010.1.15

  A new concept, polarity-reversible conjugate addition, has been described, based on the findings that the polarity of a classical Michael acceptor can be reversed through remote electronic effects. In addition, the remote electronic effects are tunable, and both five- and six-membered nitrogen rings can be constructed starting from acyclic precursors having the same enone structure unit simply by varying a remote substituent in the molecules.