ethyl 4-oxo-(5-phenyl-3H-1,2-dithiol-3-ylideneamino)butanoate | 930111-78-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-oxo-(5-phenyl-3H-1,2-dithiol-3-ylideneamino)butanoate
• CAS: 930111-78-7
• 化学式: C₁₅H₁₅NO₃S₂
• 分子量: 321.421
• InChiKey: KVOSJNRBRYFJJI-PEZBUJJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.73
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-oxo-(5-phenyl-3H-1,2-dithiol-3-ylideneamino)butanoate 在 sodium tetrahydroborate 、 水 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 (Z)-3-mercapto-3-phenylprop-2-enethioamide 、 (E)-3-Formyl-hept-3-enedioic acid diethyl ester
  参考文献：
  名称：

  Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S⋯O interactions

  摘要：

  A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2-dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring-opening-c losing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type (SO)-O-... interactions in the 4-oxothiazolidine precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.075
• 作为产物：
  描述：

  ethyl 3-(5-phenyl-3H-1,2-dithiol-3-ylidenethiocarbamoyl)propanoate 在 mercury(II) diacetate 、 溶剂黄146 作用下， 反应 2.5h， 以52%的产率得到ethyl 4-oxo-(5-phenyl-3H-1,2-dithiol-3-ylideneamino)butanoate
  参考文献：
  名称：

  Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S⋯O interactions

  摘要：

  A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2-dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring-opening-c losing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type (SO)-O-... interactions in the 4-oxothiazolidine precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.075