(1S,2S,6S,7R,8S)-7-(4-methoxyphenyl)-5,8-dimethyltetracyclo[5.5.2.01,8.02,6]tetradeca-4,13-dien-3-one | 166947-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1S,2S,6S,7R,8S)-7-(4-methoxyphenyl)-5,8-dimethyltetracyclo[5.5.2.01,8.02,6]tetradeca-4,13-dien-3-one
• CAS: 166947-47-3
• 化学式: C₂₃H₂₆O₂
• 分子量: 334.458
• InChiKey: SVSVUKOWBFVLEZ-QCBQRGATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2S,6S,7R,8S)-7-(4-methoxyphenyl)-5,8-dimethyltetracyclo[5.5.2.01,8.02,6]tetradeca-4,13-dien-3-one 在 三氟化硼乙醚 作用下， 400.0 ℃ 、1.01 kPa 条件下， 生成 (S)-4-butyl-4-methyl-2-cyclopentenone
  参考文献：
  名称：

  Pure enantiomers from simple, symmetric dienophiles

  摘要：

  Starting from p-benzoquinone or 2-cyclopentene-1, 4-dione as dienophiles and the enantiomerically pure dienes 1a and 1b, high pressure cycloadditions led to chiral adducts. These were transformed in a regioselective manner to generate well defined stereogenic centres. A remarkably efficient electron density directed regioselectivity was discovered with 18c and 18d.

  DOI：

  10.1016/0957-4166(94)80092-8
• 作为产物：
  描述：

  4-环戊烯-1,3-二酮 在 4-二甲氨基吡啶 、 三甲基乙酰氯 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 25.0 ℃ 、700.0 MPa 条件下， 反应 24.0h， 生成 (1S,2S,6S,7R,8S)-7-(4-methoxyphenyl)-5,8-dimethyltetracyclo[5.5.2.01,8.02,6]tetradeca-4,13-dien-3-one
  参考文献：
  名称：

  Pure enantiomers from simple, symmetric dienophiles

  摘要：

  Starting from p-benzoquinone or 2-cyclopentene-1, 4-dione as dienophiles and the enantiomerically pure dienes 1a and 1b, high pressure cycloadditions led to chiral adducts. These were transformed in a regioselective manner to generate well defined stereogenic centres. A remarkably efficient electron density directed regioselectivity was discovered with 18c and 18d.

  DOI：

  10.1016/0957-4166(94)80092-8

文献信息

• Pure enantiomers from simple, symmetric dienophiles
  作者：Pierre Riviere、Antony Mauvais、Ekkehard Winterfeldt

  DOI：10.1016/0957-4166(94)80092-8

  日期：1994.9

  Starting from p-benzoquinone or 2-cyclopentene-1, 4-dione as dienophiles and the enantiomerically pure dienes 1a and 1b, high pressure cycloadditions led to chiral adducts. These were transformed in a regioselective manner to generate well defined stereogenic centres. A remarkably efficient electron density directed regioselectivity was discovered with 18c and 18d.