| 1437308-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 1437308-37-6
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: BVRGUAAOFPEZNU-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  丙酮酸甲酯 、 乙烷,三氯氟- 在 3,3'-bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 作用下， 以 氘代甲苯 为溶剂， 反应 24.0h， 生成 dimethyl 2,6-dimethyl-4-(p-tolylamino)-1,2,3,4-tetrahydroquinoline-2,4-dicarboxylate 、 dimethyl 2,6-dimethyl-4-(p-tolylamino)-1,2,3,4-tetrahydroquinoline-2,4-dicarboxylate 、
  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