| 1019672-13-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1019672-13-9
• 化学式: C₁₆H₂₈O₃
• 分子量: 268.397
• InChiKey: TZEDLXPEKYIKNX-HEHGZKQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 六甲基磷酰三胺 、 氰化钠 、 sodium hydroxide 作用下， 反应 3.5h， 以93%的产率得到(2S,3S)-2-methyl-3-[(1S)-1,5-dimethylhexyl]cyclopentanone
  参考文献：
  名称：

  A Concise Synthesis of ent-Cholesterol

  摘要：

  ent-Cholesterol was synthesized in 16 steps,from commercially available (S)-citronellol. The overall yield for the synthesis was 2.0%. This route is amenable to gram-scale preparation of ent-cholesterol. Isotopic incorporation near the end of the synthesis was achieved using labeled methyl iodide. This synthesis is the most practical to date and will make ent-cholesterol more readily available to use as a probe of the function and metabolism of cholesterol.

  DOI：

  10.1021/jo702694g
• 作为产物：
  描述：

  (2S,3S)-2-methoxycarbonyl-3-[(1S)-1,5-dimethylhexyl]cyclopentanone 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以88.5%的产率得到
  参考文献：
  名称：

  A Concise Synthesis of ent-Cholesterol

  摘要：

  ent-Cholesterol was synthesized in 16 steps,from commercially available (S)-citronellol. The overall yield for the synthesis was 2.0%. This route is amenable to gram-scale preparation of ent-cholesterol. Isotopic incorporation near the end of the synthesis was achieved using labeled methyl iodide. This synthesis is the most practical to date and will make ent-cholesterol more readily available to use as a probe of the function and metabolism of cholesterol.

  DOI：

  10.1021/jo702694g