4β-(2-acetylaminobenzoyloxy)-1α,14α,16β-trimethoxyaconitane-8,9-diol | 433717-26-1

• 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: 4β-(2-acetylaminobenzoyloxy)-1α,14α,16β-trimethoxyaconitane-8,9-diol
• 英文别名: N(20)-deethyllappaconitine；[(1S,2S,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-3,8-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl] 2-acetamidobenzoate
• CAS: 433717-26-1
• 化学式: C₃₀H₄₀N₂O₈
• 分子量: 556.656
• InChiKey: PVYRVQJUCSVTKA-FPKFFUFFSA-N

物化性质

• 熔点：
  124-126 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  715.5±60.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  136
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4β-(2-acetylaminobenzoyloxy)-1α,14α,16β-trimethoxyaconitane-8,9-diol 、 4-羟基苯乙基溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以69%的产率得到4β-(2-acetylaminobenzoyloxy)-20-(4-hydroxyphenethyl)-1α,14α,16β-trimethoxyaconitane-8,9-diol
  参考文献：
  名称：

  Study of alkaloids of the Siberian and Altai flora. 10. Synthesis of N(20)-deethyllappaconitine derivatives

  摘要：

  Efficient procedures were developed for N-deethylation of lappaconitine to give N(20)-deethyllappaconitine. Alkyl derivatives of N(20)-deethyllappaconitine, including labeled lappaconitine, and N(20)-acetoxy-N(20)-deethyllappaconitine were prepared for the first time. The assignments of the signals for the carbon atoms in the C-13 NMR spectra of lappaconitine and related lappaconine were refined using C-13-C-13 2D INADEQUATE and 2D C-13-H-1 correlation experiments.

  DOI：

  10.1023/b:rucb.0000012375.59390.38
• 作为产物：
  描述：

  lappaconitine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 反应 1.0h， 以58%的产率得到4β-(2-acetylaminobenzoyloxy)-1α,14α,16β-trimethoxyaconitane-8,9-diol
  参考文献：
  名称：

  Study of alkaloids of the Siberian and Altai flora. 10. Synthesis of N(20)-deethyllappaconitine derivatives

  摘要：

  Efficient procedures were developed for N-deethylation of lappaconitine to give N(20)-deethyllappaconitine. Alkyl derivatives of N(20)-deethyllappaconitine, including labeled lappaconitine, and N(20)-acetoxy-N(20)-deethyllappaconitine were prepared for the first time. The assignments of the signals for the carbon atoms in the C-13 NMR spectra of lappaconitine and related lappaconine were refined using C-13-C-13 2D INADEQUATE and 2D C-13-H-1 correlation experiments.

  DOI：

  10.1023/b:rucb.0000012375.59390.38