(2R,5R)-methyl 4-(2-(1H-indol-3-yl)ethyl)-7-methoxy-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-2,5-methanobenzo[e][1,4]diazepine-5-carboxylate | 1437308-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (2R,5R)-methyl 4-(2-(1H-indol-3-yl)ethyl)-7-methoxy-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-2,5-methanobenzo[e][1,4]diazepine-5-carboxylate
• CAS: 1437308-29-6
• 化学式: C₂₄H₂₅N₃O₄
• 分子量: 419.48
• InChiKey: LYSWIZJRSLOYHV-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.66
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  甲氧苯胺 在 C₄₈H₃₇O₄P 、 溶剂黄146 作用下， 以 2,2,2-三氟乙醇 、 甲苯 为溶剂， 反应 24.0h， 生成 (2R,5R)-methyl 4-(2-(1H-indol-3-yl)ethyl)-7-methoxy-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-2,5-methanobenzo[e][1,4]diazepine-5-carboxylate
  参考文献：
  名称：

  A Highly Diastereo- and Enantioselective Synthesis of Tetrahydroquinolines: Quaternary Stereogenic Center Inversion and Functionalization

  摘要：

  Tetrahydroquinolines containing two quaternary stereogenic centers were synthesized with excellent ee and dr via a four-component cyclization reaction catalyzed by a chiral phosphoric acid. High chemoselectivity was achieved by differentiating anilines with similar reactivities to yield diverse hybrid products. The chirality of the quaternary C4 atom of the 4-aminotetrahydroquinoline products was found to undergo highly stereoselective inversion, enabling facile functionalization using a wide range of nucleophiles (C, O, N, and S).

  DOI：

  10.1021/ja4040945