(4E,6E)-2-[bis(ethylsulfanyl)methylidene]-1,7-diphenylhepta-4,6-diene-1,3-dione | 850997-75-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (4E,6E)-2-[bis(ethylsulfanyl)methylidene]-1,7-diphenylhepta-4,6-diene-1,3-dione
• CAS: 850997-75-0
• 化学式: C₂₄H₂₄O₂S₂
• 分子量: 408.585
• InChiKey: GQGUGHPYCBKSER-KFGDLTOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4E,6E)-2-[bis(ethylsulfanyl)methylidene]-1,7-diphenylhepta-4,6-diene-1,3-dione 在 sodium sulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以72%的产率得到(E)-5-benzoyl-6-ethylthio-2-styryl-2,3-dihydrothiopyran-4-one
  参考文献：
  名称：

  [5C + 1S] Annulation:  A Facile and Efficient Synthetic Route toward Functionalized 2,3-Dihydrothiopyran-4-ones

  摘要：

  A facile and efficient synthetic route toward highly substituted 2,3-dihydrothiopyran-4-ones 2 has been developed via a formal [5C + 1S] annulation of readily available alpha-alkenoyl ketene-(S,S)-acetals 1 with sodium sulfide nonahydrated salt (Na(2)S(.)9H(2)O) and utilized in the synthesis of 2-(4-chlorophenyl)-6-(morpholin-4-yl)-4H-thiopyran-4-one 51, an inhibitor of DNA-dependent protein kinase (DNA-PK).

  DOI：

  10.1021/jo052032g
• 作为产物：
  描述：

  1-苯基-1,3-丁二酮 在 sodium hydride 、 potassium carbonate 、 二甲基亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (4E,6E)-2-[bis(ethylsulfanyl)methylidene]-1,7-diphenylhepta-4,6-diene-1,3-dione
  参考文献：
  名称：

  [5 + 1] Annulation:  A Synthetic Strategy for Highly Substituted Phenols and Cyclohexenones

  摘要：

  A novel [5 + 1] annulation strategy is developed for the synthesis of highly substituted phenols and cyclohexenones from alpha-alkenoyl ketenedithioacetals and nitroalkanes.

  DOI：

  10.1021/ja043023c

文献信息

• [5 + 1] Annulation:  A Synthetic Strategy for Highly Substituted Phenols and Cyclohexenones
  作者：Xihe Bi、Dewen Dong、Qun Liu、Wei Pan、Lei Zhao、Bing Li

  DOI：10.1021/ja043023c

  日期：2005.4.1

  A novel [5 + 1] annulation strategy is developed for the synthesis of highly substituted phenols and cyclohexenones from alpha-alkenoyl ketenedithioacetals and nitroalkanes.
• [5C + 1S] Annulation:  A Facile and Efficient Synthetic Route toward Functionalized 2,3-Dihydrothiopyran-4-ones
  作者：Xihe Bi、Dewen Dong、Yan Li、Qun Liu、Qian Zhang

  DOI：10.1021/jo052032g

  日期：2005.12.1

  A facile and efficient synthetic route toward highly substituted 2,3-dihydrothiopyran-4-ones 2 has been developed via a formal [5C + 1S] annulation of readily available alpha-alkenoyl ketene-(S,S)-acetals 1 with sodium sulfide nonahydrated salt (Na(2)S(.)9H(2)O) and utilized in the synthesis of 2-(4-chlorophenyl)-6-(morpholin-4-yl)-4H-thiopyran-4-one 51, an inhibitor of DNA-dependent protein kinase (DNA-PK).