(R)-2-(benzyl(6-(4-phenylbutoxy)hexyl)amino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanol | 1067185-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: (R)-2-(benzyl(6-(4-phenylbutoxy)hexyl)amino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanol
• 英文别名: (1R)-2-[benzyl-[6-(4-phenylbutoxy)hexyl]amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
• CAS: 1067185-92-5
• 化学式: C₃₅H₄₇NO₄
• 分子量: 545.762
• InChiKey: YAOIWBQNIRXBTA-XIFFEERXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-2-(benzyl(6-(4-phenylbutoxy)hexyl)amino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、1.03 MPa 条件下， 反应 24.0h， 以95%的产率得到(1R)-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-{[6-(4-phenylbutoxy)hexyl]amino}ethanol
  参考文献：
  名称：

  A convenient synthesis of (R)-salmeterol via Rh-catalyzed asymmetric transfer hydrogenation

  摘要：

  (R)-Salmeterol was synthesized in eight steps with salicaldehyde as the starting Material. The key chiral intermediate, alcohol 5, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEG-BsDPEN or (SS)-TsDPEN ligand and sodium formate as the hydrogen donor under mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.021
• 作为产物：
  描述：

  (R)-2,2-dimethyl-6-(oxiran-2-yl)-4H-benzo[d][1,3]dioxine 、 6-苄基氨基-1-(4'-苯基丁氧基)己烷 在 三乙胺 作用下， 反应 12.0h， 以83%的产率得到(R)-2-(benzyl(6-(4-phenylbutoxy)hexyl)amino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanol
  参考文献：
  名称：

  A convenient synthesis of (R)-salmeterol via Rh-catalyzed asymmetric transfer hydrogenation

  摘要：

  (R)-Salmeterol was synthesized in eight steps with salicaldehyde as the starting Material. The key chiral intermediate, alcohol 5, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEG-BsDPEN or (SS)-TsDPEN ligand and sodium formate as the hydrogen donor under mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.021

文献信息

• A convenient synthesis of (R)-salmeterol via Rh-catalyzed asymmetric transfer hydrogenation
  作者：Juntao Liu、Di Zhou、Xian Jia、Ling Huang、Xingshu Li、Albert S.C. Chan

  DOI：10.1016/j.tetasy.2008.07.021

  日期：2008.8

  (R)-Salmeterol was synthesized in eight steps with salicaldehyde as the starting Material. The key chiral intermediate, alcohol 5, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEG-BsDPEN or (SS)-TsDPEN ligand and sodium formate as the hydrogen donor under mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.