[4-(13)C]3,4,5-trimethyl-2,5-heptadien-4-ol | 1225388-06-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [4-(13)C]3,4,5-trimethyl-2,5-heptadien-4-ol
• 英文别名: [4-(13)C]3,4,5-trimethyl-2,5-pentadien-4-ol
• CAS: 1225388-06-6
• 化学式: C₁₀H₁₈O
• 分子量: 155.241
• InChiKey: PPHDOWYKGIXOMD-DETAZLGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  乙酸乙酯-1-13C 、 2-溴-2-丁烯 在 lithium 作用下， 以 乙醚 为溶剂， 以80%的产率得到[4-(13)C]3,4,5-trimethyl-2,5-heptadien-4-ol
  参考文献：
  名称：

  Enzymelike Catalysis of the Nazarov Cyclization by Supramolecular Encapsulation

  摘要：

  The water-soluble, self-assembled, tetrahedral assembly K12Ga4L6 (L = 1,5-biscatecholamidenaphthalene) catalyzes the Nazarov cyclization of 1,3-pentadienols with extremely high levels of efficiency. The catalyzed reaction proceeds over a million times faster than the background reaction, an increase comparable to those observed in some enzymatic systems. This catalysis operates under aqueous conditions at mild temperatures and pH, and the reaction is halted by the addition of an appropriate inhibitor. This unprecedented rate enhancement is attributed to both the stabilization of protonated reaction intermediates and the effect of constrictive binding on the bound guest.

  DOI：

  10.1021/ja102633e