(2S,4S,5R)-5-ethyl-2-((1R)-((4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-(trityloxy)quinolin-4-yl)methoxy)phthalazin-1-yl)oxy)(6-methoxyquinolin-4-yl)methyl)quinuclidine | 1352717-64-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: (2S,4S,5R)-5-ethyl-2-((1R)-((4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-(trityloxy)quinolin-4-yl)methoxy)phthalazin-1-yl)oxy)(6-methoxyquinolin-4-yl)methyl)quinuclidine
• CAS: 1352717-64-6
• 化学式: C₆₆H₆₆N₆O₄
• 分子量: 1007.29
• InChiKey: SEWUNFCFTRAWEJ-GETNCGRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.59
• 重原子数：
  76.0
• 可旋转键数：
  16.0
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  94.96
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2S,4S,5R)-5-ethyl-2-((1R)-((4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-(trityloxy)quinolin-4-yl)methoxy)phthalazin-1-yl)oxy)(6-methoxyquinolin-4-yl)methyl)quinuclidine 在 甲酸 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以90%的产率得到4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)((4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazin-1-yl)oxy)methyl)quinolin-6-ol
  参考文献：
  名称：

  Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

  摘要：

  The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee). Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.070
• 作为产物：
  描述：

  氢化奎宁 在 四丁基溴化铵 、 氢溴酸 、 sodium hydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 mineral oil 为溶剂， 反应 4.25h， 生成 (2S,4S,5R)-5-ethyl-2-((1R)-((4-((1R)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-(trityloxy)quinolin-4-yl)methoxy)phthalazin-1-yl)oxy)(6-methoxyquinolin-4-yl)methyl)quinuclidine
  参考文献：
  名称：

  Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

  摘要：

  The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee). Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.070