(R)-1-[(R)-1-(2,6-dimethoxypyrimidin-4-yl)ethyl]5-fluoro-indan-1-ol | 1375070-49-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (R)-1-[(R)-1-(2,6-dimethoxypyrimidin-4-yl)ethyl]5-fluoro-indan-1-ol
• 英文别名: (1R)-1-[(1R)-1-(2,6-dimethoxypyrimidin-4-yl)ethyl]-5-fluoro-2,3-dihydroinden-1-ol
• CAS: 1375070-49-7
• 化学式: C₁₇H₁₉FN₂O₃
• 分子量: 318.348
• InChiKey: GJXPCHICSPKYLL-BMLIUANNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  64.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氟-1-茚酮 、 2,4-dimethoxy-6-vinylpyrimidine 在 (R,Rp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine 、 copper(II) acetate monohydrate 、 苯硅烷 作用下， 以 甲苯 为溶剂， 反应 3.75h， 以63%的产率得到(R)-1-[(R)-1-(2,6-dimethoxypyrimidin-4-yl)ethyl]5-fluoro-indan-1-ol
  参考文献：
  名称：

  Enantioselective Copper-Catalyzed Reductive Coupling of Alkenylazaarenes with Ketones

  摘要：

  Catalytic enantioselective methods for the preparation of chiral azaarene-containing compounds are of high value. By combining the utility of copper hydride catalysis with the ability of C=N-containing azaarenes to activate adjacent alkenes toward nucleophilic additions, the enantioselective reductive coupling of alkenylazaarenes with ketones has been developed. The process is tolerant of a wide variety of azaarenes and ketones, and provides aromatic heterocycles bearing tertiary-alcohol-containing side chains with high levels of diastereo- and enantioselection.

  DOI：

  10.1021/ja3036916