selina-4,11-diene | 388602-94-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: selina-4,11-diene
• 英文别名: (7S,10R)-selina-4,11-diene；(2S,4aR)-4a,8-dimethyl-2-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
• CAS: 388602-94-6
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: MOTCYZHGMCNNRH-DZGCQCFKSA-N

物化性质

• 沸点：
  272.2±10.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  selina-4,11-diene 在 AD-mix-β 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 生成 (7S,10R,11S)-eudesm-4-en-11,12-diol 、 (7S,10R,11R)-eudesm-4-en-11,12-diol
  参考文献：
  名称：

  First enantioselective total synthesis of glutinone and its C(7) and C(11) epimers

  摘要：

  A facile and efficient asymmetric synthesis of glutinone 1 and its C(7) and C(11) epimers 1b-d is presented, using the Sharpless asymmetric dihydroxylation reaction as the key step. By comparing the spectral data of the natural product with that of the synthetic samples, we could confirm the absolute configuration of glutinone 1. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(01)00380-9
• 作为产物：
  描述：

  (+)-7-epi-α-cyperone 在 dichloroalane 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以88%的产率得到selina-4,11-diene
  参考文献：
  名称：

  First enantioselective total synthesis of glutinone and its C(7) and C(11) epimers

  摘要：

  A facile and efficient asymmetric synthesis of glutinone 1 and its C(7) and C(11) epimers 1b-d is presented, using the Sharpless asymmetric dihydroxylation reaction as the key step. By comparing the spectral data of the natural product with that of the synthetic samples, we could confirm the absolute configuration of glutinone 1. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(01)00380-9

文献信息

• First enantioselective total synthesis of glutinone and its C(7) and C(11) epimers
  作者：Zhe Zhang、Zhaoming Xiong、Guojun Zheng、Yulin Li

  DOI：10.1016/s0957-4166(01)00380-9

  日期：2001.8

  A facile and efficient asymmetric synthesis of glutinone 1 and its C(7) and C(11) epimers 1b-d is presented, using the Sharpless asymmetric dihydroxylation reaction as the key step. By comparing the spectral data of the natural product with that of the synthetic samples, we could confirm the absolute configuration of glutinone 1. (C) 2001 Published by Elsevier Science Ltd.