(2S,5R)-5-methyl-2-[(2R)-4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl]cyclohexan-1-one | 1001320-18-8

• 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: (2S,5R)-5-methyl-2-[(2R)-4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl]cyclohexan-1-one
• CAS: 1001320-18-8
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: DPGMKKMHZDEKMJ-BVBCDDFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 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：

  (2S,5R)-5-methyl-2-[(2R)-4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl]cyclohexan-1-one 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以30%的产率得到(2R,5R)-5-methyl-2-[(2R)-4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl]cyclohexan-1-one
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Laurenditerpenol: A Hypoxia Inducible Factor-1 Activation Inhibitor

  摘要：

  The absolute stereo structure of the natural product laurenditerpenol (IS, 6R, 7S, 10R, 11R, 14S, 15R) has been accomplished from eight plausible stereoisomers by its first asymmetric total synthesis in a highly convergent and flexible synthetic pathway. Six stereoisomers of laurenditerpenol were synthesized and evaluated for their biological activity.

  DOI：

  10.1021/jm7011062
• 作为产物：
  描述：

  在 sodium amalgam 作用下， 以 甲醇 为溶剂， 以68%的产率得到(2S,5R)-5-methyl-2-[(2R)-4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl]cyclohexan-1-one
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Laurenditerpenol: A Hypoxia Inducible Factor-1 Activation Inhibitor

  摘要：

  The absolute stereo structure of the natural product laurenditerpenol (IS, 6R, 7S, 10R, 11R, 14S, 15R) has been accomplished from eight plausible stereoisomers by its first asymmetric total synthesis in a highly convergent and flexible synthetic pathway. Six stereoisomers of laurenditerpenol were synthesized and evaluated for their biological activity.

  DOI：

  10.1021/jm7011062