(1S,4R,8R)-4,8-dimethyl-12-methylidene-2,13-dioxatricyclo[7.4.1.05,14]tetradecan-3-one | 141377-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,4R,8R)-4,8-dimethyl-12-methylidene-2,13-dioxatricyclo[7.4.1.05,14]tetradecan-3-one
• CAS: 141377-47-1
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: GDQKIJLVECMPJB-NQDIKNTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  dihydroartemisinic acid 在 氧气 作用下， 生成 (8R)-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]tridecan-3-one 、 (1S,4R,8R)-4,8-dimethyl-12-methylidene-2,13-dioxatricyclo[7.4.1.05,14]tetradecan-3-one 、 2H-萘并[8a,1-b]呋喃-2-酮,3,3a,4,5,6,6a,7,8-八氢-6,9-二甲基-3-亚甲基-,(3aS,6R,6aS,10aS)- 、 Dihydro-epi-deoxyarteannuin B 、 artemisinic acid
  参考文献：
  名称：

  On the conversion of dihydroartemisinic acid into artemisinin

  摘要：

  Mechanistic possibilities for the title conversion are discussed. By determining the oxygen 18-induced chemical shifts in the C-13 NMR spectrum of labeled 3, some of these mechanisms can be eliminated. Minor products obtained in the oxidative conversion of 2 into 3 have been identified.

  DOI：

  10.1021/jo00039a020

文献信息

• On the conversion of dihydroartemisinic acid into artemisinin
  作者：Nancy Acton、Ronald J. Roth

  DOI：10.1021/jo00039a020

  日期：1992.6

  Mechanistic possibilities for the title conversion are discussed. By determining the oxygen 18-induced chemical shifts in the C-13 NMR spectrum of labeled 3, some of these mechanisms can be eliminated. Minor products obtained in the oxidative conversion of 2 into 3 have been identified.