(2R,4R,6R)-7-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol | 1610030-23-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,4R,6R)-7-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol
• CAS: 1610030-23-3
• 化学式: C₁₈H₃₀O₃
• 分子量: 294.434
• InChiKey: PHFVOTZQVLITQF-BZUAXINKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  21.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R,4R,6R)-7-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol 在 咪唑 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成
  参考文献：
  名称：

  Total Synthesis and Structural Revision of Sekothrixide

  摘要：

  The first total synthesis of 14-membered macrolide sekothrbdde and the originally proposed structure are reported. Seven contiguous asymmetric centers in the side chain were constructed using ring-openings of several kinds of epoxide. Assembly of the left segment and right segment was performed on the basis of the RCM reaction to generate 14-membered lactones having an E-trisubstituted olefin. These synthetic results led to a revision of C4, C6, and C8 stereochemistry in the structure of natural sekothrixide.

  DOI：

  10.1021/ol5006856
• 作为产物：
  描述：

  (R)-4-benzyl-3-((4R,6R)-7-((4-methoxybenzyl)oxy)-4,6-dimethylheptanoyl)oxazolidin-2-one 在 锂硼氢 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 10.5h， 生成 (2R,4R,6R)-7-((4-methoxybenzyl)oxy)-2,4,6-trimethylheptan-1-ol
  参考文献：
  名称：

  Total Synthesis and Structural Revision of Sekothrixide

  摘要：

  The first total synthesis of 14-membered macrolide sekothrbdde and the originally proposed structure are reported. Seven contiguous asymmetric centers in the side chain were constructed using ring-openings of several kinds of epoxide. Assembly of the left segment and right segment was performed on the basis of the RCM reaction to generate 14-membered lactones having an E-trisubstituted olefin. These synthetic results led to a revision of C4, C6, and C8 stereochemistry in the structure of natural sekothrixide.

  DOI：

  10.1021/ol5006856