(5S,11bR)-methyl 11-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylate | 1620581-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (5S,11bR)-methyl 11-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylate
• CAS: 1620581-62-5
• 化学式: C₃₃H₃₉N₃O₆S
• 分子量: 605.755
• InChiKey: FAEACZDRUIIAEH-IZLXSDGUSA-N

物化性质

• 沸点：
  784.5±70.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  43.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  118.7
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  环戊烯-1-羧酸甲酯 、 (5S,11bR)-methyl 11-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylate 在 silver(I) acetate 、 palladium diacetate 、 N-乙酰甘氨酸 作用下， 反应 24.0h， 以87%的产率得到(5R,11bR)-methyl 11-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-9-(2-(methoxycarbonyl)cyclopent-2-en-1-yl)-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylate
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x
• 作为产物：
  描述：

  邻甲氧基苯乙腈 在 氯磺酸 、 sodium hydride 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 14.0h， 生成 (5S,11bR)-methyl 11-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carboxylate
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x