(1R,2S,7S,10R,11S,12R,14S)-2,6,6,10,12-pentamethyl-13-oxatetracyclo[8.5.0.02,7.012,14]pentadecane-11-carbaldehyde | 1186505-12-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (1R,2S,7S,10R,11S,12R,14S)-2,6,6,10,12-pentamethyl-13-oxatetracyclo[8.5.0.02,7.012,14]pentadecane-11-carbaldehyde
• CAS: 1186505-12-3
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: NMAIMLJXSAMBBF-MMOSDQNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S,7S,10R,11S,12R,14S)-2,6,6,10,12-pentamethyl-13-oxatetracyclo[8.5.0.02,7.012,14]pentadecane-11-carbaldehyde 在 四氢吡咯 作用下， 以 乙醚 为溶剂， 以93%的产率得到(3S,4aR,4bS,8aS,10aR)-3-hydroxy-2,4b,8,8,10a-pentamethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthrene-1-carbaldehyde
  参考文献：
  名称：

  The first synthesis of marine sesterterpene (+)-scalarolide

  摘要：

  The synthesis of the first example of C12 oxygenated marine scalaranic sesterterpenes (+)-scalarolide was achieved through three key steps including the ring-opening rearrangement of epoxide, stereoselective Diels-Alder addition and one-pot gamma-butenolide formation process, and the absolute configuration of natural scalarolide was confirmed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.064
• 作为产物：
  描述：

  isoanticopal-12-en-15-al 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到(1R,2S,7S,10R,11S,12R,14S)-2,6,6,10,12-pentamethyl-13-oxatetracyclo[8.5.0.02,7.012,14]pentadecane-11-carbaldehyde
  参考文献：
  名称：

  The first synthesis of marine sesterterpene (+)-scalarolide

  摘要：

  The synthesis of the first example of C12 oxygenated marine scalaranic sesterterpenes (+)-scalarolide was achieved through three key steps including the ring-opening rearrangement of epoxide, stereoselective Diels-Alder addition and one-pot gamma-butenolide formation process, and the absolute configuration of natural scalarolide was confirmed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.064