(4R,11bS)-9-chloro-4-propyl-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one | 1421697-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (4R,11bS)-9-chloro-4-propyl-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one
• 英文别名: (4R,11bS)-9-chloro-4-propyl-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-one
• CAS: 1421697-28-0
• 化学式: C₁₆H₂₀ClNO
• 分子量: 277.794
• InChiKey: IIIYGEIHFXBCAE-CJNGLKHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(3-chlorophenethyl)formamide 在 （2S）-2-[[[[[[（（1R，2R）-2-氨基环己基]氨基]硫代甲基]氨基]-N-（二苯甲基）-N，3,3-三甲基丁酰胺 、 溶剂黄146 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 104.5h， 生成 (4R,11bS)-9-chloro-4-propyl-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one
  参考文献：
  名称：

  Enantioselective Formal Aza-Diels–Alder Reactions of Enones with Cyclic Imines Catalyzed by Primary Aminothioureas

  摘要：

  A highly enantio- and diastereoselective synthesis of indolo- and benzoquinolizidine compounds has been developed through the formal aza-Diels-Alder reaction of enones with cyclic imines. This transformation is catalyzed by a new bifunctional primary aminothiourea that achieves simultaneous activation of both the enone and imine reaction components.

  DOI：

  10.1021/ja310718f

文献信息

• Enantioselective Formal Aza-Diels–Alder Reactions of Enones with Cyclic Imines Catalyzed by Primary Aminothioureas
  作者：Mathieu P. Lalonde、Meredeth A. McGowan、Naomi S. Rajapaksa、Eric N. Jacobsen

  DOI：10.1021/ja310718f

  日期：2013.2.6

  A highly enantio- and diastereoselective synthesis of indolo- and benzoquinolizidine compounds has been developed through the formal aza-Diels-Alder reaction of enones with cyclic imines. This transformation is catalyzed by a new bifunctional primary aminothiourea that achieves simultaneous activation of both the enone and imine reaction components.