(1S,9S,11R,16S,19S,20S)-11-butyl-12-[(1R)-1-phenylethyl]-20-propyl-2,10-dioxa-12-azahexacyclo[14.3.1.01,9.04,9.011,19.014,19]icosa-4,14-diene-3,13-dione | 1375091-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (1S,9S,11R,16S,19S,20S)-11-butyl-12-[(1R)-1-phenylethyl]-20-propyl-2,10-dioxa-12-azahexacyclo[14.3.1.01,9.04,9.011,19.014,19]icosa-4,14-diene-3,13-dione
• CAS: 1375091-01-2
• 化学式: C₃₂H₃₉NO₄
• 分子量: 501.666
• InChiKey: YRKPFZHLARNAOY-OWOHQNASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 (3'Z)-(3S,8R,3a'S,6'R)-3,3a':8,6'-双藁本内酯 以 甲苯 为溶剂， 130.0 ℃ 、344.75 kPa 条件下， 反应 20.0h， 以40.9%的产率得到(1S,9S,11R,16S,19S,20S)-11-butyl-12-[(1R)-1-phenylethyl]-20-propyl-2,10-dioxa-12-azahexacyclo[14.3.1.01,9.04,9.011,19.014,19]icosa-4,14-diene-3,13-dione
  参考文献：
  名称：

  Enantiomeric Derivatives of Tokinolide B: Absolute Configuration and Biological Properties

  摘要：

  The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-alpha-methylbenzylamine and (S)-(-)-alpha-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic circular dichroism methods for (+)-8 and (-)-9. Compounds 3, 5, (-)-8, (+)-8, (+)-9, and (-)-9 displayed cytotoxic activity toward several human tumor cell lines, with (-)-8 and (-)-9 being the most potent.

  DOI：

  10.1021/np200645p