(R)-[(2S,4S,5S)-5-[(E)-3-[(2S)-2-(hydroxymethyl)oxiran-2-yl]prop-1-enyl]-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol | 1001068-09-2

• 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: (R)-[(2S,4S,5S)-5-[(E)-3-[(2S)-2-(hydroxymethyl)oxiran-2-yl]prop-1-enyl]-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
• CAS: 1001068-09-2
• 化学式: C₂₄H₃₀N₂O₄
• 分子量: 410.513
• InChiKey: BMKWICCUNIRLGX-GFYPVCIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-(2-allyloxiran-2-yl)methanol 、 奎宁 在 Cl₂(1,3-dimesitylimidazolidin-2-yl)Ru=CH(5-NO₂-2-iPrO)C₆H₃ 吡啶 、 titanium(IV) isopropylate 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 47.0h， 以14.2 mg的产率得到(R)-[(2S,4S,5S)-5-[(E)-3-[(2S)-2-(hydroxymethyl)oxiran-2-yl]prop-1-enyl]-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
  参考文献：
  名称：

  Solid-Phase Olefin Cross-Metathesis Promoted by a Linker

  摘要：

  Olefin cross-metathesis couples two alkenes to form complex molecules and has been widely used in solution-phase organic synthesis. However, this powerful method has rarely been used in solid-phase organic synthesis. Herein we report that olefin cross-metathesis is a synthetically viable method particularly when a traceless longer linker is inserted between solid support and reacting olefins.

  DOI：

  10.1021/ol702415x

文献信息

• Solid-Phase Olefin Cross-Metathesis Promoted by a Linker
  作者：Amanda L. Garner、Kazunori Koide

  DOI：10.1021/ol702415x

  日期：2007.12.1

  Olefin cross-metathesis couples two alkenes to form complex molecules and has been widely used in solution-phase organic synthesis. However, this powerful method has rarely been used in solid-phase organic synthesis. Herein we report that olefin cross-metathesis is a synthetically viable method particularly when a traceless longer linker is inserted between solid support and reacting olefins.