(E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride | 1333238-01-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride
• 英文别名: (3E,4E)-3,4-bis[1-(4-methoxyphenyl)ethylidene]oxolane-2,5-dione
• CAS: 1333238-01-9
• 化学式: C₂₂H₂₀O₅
• 分子量: 364.398
• InChiKey: IIMULDKRPBJIDS-IWGRKNQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (4E,5E,10aS)-4,5-bis[1-(4-methoxyphenyl)ethylidene]-8,9,10,10a-tetrahydro-1H-pyrrolo[2,1-c][1,4]oxazocine-3,6-dione
  参考文献：
  名称：

  l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue

  摘要：

  Prochiral (E,E)-fulgide 8 was reacted with L-prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.007
• 作为产物：
  描述：

  在 potassium carbonate 、 乙酰氯 、 lithium hydroxide 作用下， 以 乙醇 、 二甲基亚砜 、 丙酮 为溶剂， 反应 23.0h， 生成 (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride
  参考文献：
  名称：

  l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue

  摘要：

  Prochiral (E,E)-fulgide 8 was reacted with L-prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.007

文献信息

• l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue
  作者：Krzysztof K. Krawczyk、Daria Madej、Jan K. Maurin、Zbigniew Czarnocki

  DOI：10.1016/j.tetasy.2011.06.007

  日期：2011.5

  Prochiral (E,E)-fulgide 8 was reacted with L-prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.