(4aS,4bS,5S,8aR,9R,9aS)-5-((E)-3,3-diethoxyprop-1-en-1-yl)-5-hydroxy-9-(4-methoxyphenyl)-9a-methyl-1,3,4,4b,5,8a,9,9a-octahydro-4a,9-ethenofluoren-8(2H)-one | 360077-84-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4aS,4bS,5S,8aR,9R,9aS)-5-((E)-3,3-diethoxyprop-1-en-1-yl)-5-hydroxy-9-(4-methoxyphenyl)-9a-methyl-1,3,4,4b,5,8a,9,9a-octahydro-4a,9-ethenofluoren-8(2H)-one
• CAS: 360077-84-5
• 化学式: C₃₀H₃₈O₅
• 分子量: 478.629
• InChiKey: LKPSLYQZEPDWNR-CQXFSFGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (4aS,4bS,5S,8aR,9R,9aS)-5-((E)-3,3-diethoxyprop-1-en-1-yl)-5-hydroxy-9-(4-methoxyphenyl)-9a-methyl-1,3,4,4b,5,8a,9,9a-octahydro-4a,9-ethenofluoren-8(2H)-one 在 叔丁基过氧化氢 、 叔丁基锂 作用下， 以 四氢呋喃 、 癸烷 为溶剂， 反应 10.0h， 以57%的产率得到(1aR,2R,2aS,2bS,6aS,7R,7aR,8aS)-2-((E)-3,3-diethoxyprop-1-en-1-yl)-2-hydroxy-7-(4-methoxyphenyl)-6a-methyl-1a,2a,3,4,5,6,6a,7,7a,8a-decahydro-2b,7-ethenofluoreno[2,3-b]oxiren-8(2H)-one
  参考文献：
  名称：

  New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions

  摘要：

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.

  DOI：

  10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c
• 作为产物：
  描述：

  丙醛二乙基乙缩醛 在 叔丁基锂 、 silica gel 、 红铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 甲苯 、 Petroleum ether 、 正戊烷 为溶剂， -78.0~20.0 ℃ 、1400.03 MPa 条件下， 反应 145.75h， 生成 (4aS,4bS,5S,8aR,9R,9aS)-5-((E)-3,3-diethoxyprop-1-en-1-yl)-5-hydroxy-9-(4-methoxyphenyl)-9a-methyl-1,3,4,4b,5,8a,9,9a-octahydro-4a,9-ethenofluoren-8(2H)-one
  参考文献：
  名称：

  New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions

  摘要：

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.

  DOI：

  10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c