1,t-2-bis(3,4,5-trimethoxyphenyl)-c-2,t-4-bis(3,4-methylenedioxybenzoyl)-r-1,t-3-cyclobutanedicarboxylic acid | 158979-69-2

• 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: 1,t-2-bis(3,4,5-trimethoxyphenyl)-c-2,t-4-bis(3,4-methylenedioxybenzoyl)-r-1,t-3-cyclobutanedicarboxylic acid
• CAS: 158979-69-2
• 化学式: C₄₀H₃₆O₁₆
• 分子量: 772.716
• InChiKey: XAIFRTRPDURIEO-BMQNXKBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  56.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  201.04
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 1,t-2-bis(3,4,5-trimethoxyphenyl)-c-2,t-4-bis(3,4-methylenedioxybenzoyl)-r-1,t-3-cyclobutanedicarboxylic acid 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以88.9%的产率得到dimethyl 1,t-2-bis(3,4,5-trimethoxyphenyl)-c-2,t-4-bis(3,4-methylenedioxybenzoyl)-r-1,t-3-cyclobutanedicarboxylate
  参考文献：
  名称：

  Photochemistry of 2-(3,4,5-trimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxo-2-butenonitrile (β-cyanochalcone) and its related compounds

  摘要：

  Photochemistry of the titled compounds both in solid state and in solution is described. The (Z)-isomers of beta-substituted chalcones (5, 8 and 9) mainly dimerized into topochemically favored single cyclobutane dimers (10, 14 and 13) in solid state photoreactions, while in solution those isomerized into the corresponding (E)-isomers. Interestingly exposure of the (E)-isomer (5E) of beta-cyanochalcone to sunlight in the solid state led to unusual dimerization through isomerization to give an unsymmetrical (E-Z)-dimer (11) along with a symmetrical (Z-Z)-dimer (10) obtainable from the photoreactive (Z)-isomer (5Z-b). The photochemical reactivities of the esters (9) are discussed based on their crystal structures.

  DOI：

  10.1016/s0040-4020(01)85506-x
• 作为产物：
  描述：

  (Z)-2-(3,4,5-trimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxo-2-butenonitrile 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 63.5h， 生成 1,t-2-bis(3,4,5-trimethoxyphenyl)-c-2,t-4-bis(3,4-methylenedioxybenzoyl)-r-1,t-3-cyclobutanedicarboxylic acid
  参考文献：
  名称：

  Photochemistry of 2-(3,4,5-trimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxo-2-butenonitrile (β-cyanochalcone) and its related compounds

  摘要：

  Photochemistry of the titled compounds both in solid state and in solution is described. The (Z)-isomers of beta-substituted chalcones (5, 8 and 9) mainly dimerized into topochemically favored single cyclobutane dimers (10, 14 and 13) in solid state photoreactions, while in solution those isomerized into the corresponding (E)-isomers. Interestingly exposure of the (E)-isomer (5E) of beta-cyanochalcone to sunlight in the solid state led to unusual dimerization through isomerization to give an unsymmetrical (E-Z)-dimer (11) along with a symmetrical (Z-Z)-dimer (10) obtainable from the photoreactive (Z)-isomer (5Z-b). The photochemical reactivities of the esters (9) are discussed based on their crystal structures.

  DOI：

  10.1016/s0040-4020(01)85506-x