3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol | 1372628-56-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol
• 英文别名: 3-[(1R)-1-[[(1R)-1-phenylethyl]amino]ethyl]phenol
• CAS: 1372628-56-2
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: BQFQIRIOPXMTEQ-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 溶剂黄146 、 丙酮 为溶剂， 20.0 ℃ 、413.7 kPa 条件下， 反应 54.0h， 生成 (R)-[1-(3-甲氧基苯基)乙基]氨基甲酸叔丁酯
  参考文献：
  名称：

  General Strategy for Large-Scale Synthesis of (+)-Rivastigmine and (+)-NPS R-568

  摘要：

  An economically viable strategy for the total synthesis of (+)-rivastigmine and (+)-NPS R-568 has been reported. The strategy involves regioselective hydrogenation of diastereomerically pure bis amine to realize the desired alpha-methyl chiral substituted benzyl amine. The route is economical, scalable, and versatile enough to be adapted to similar classes of compounds.

  DOI：

  10.1080/00397911.2010.527425
• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 以25 g的产率得到3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol
  参考文献：
  名称：

  General Strategy for Large-Scale Synthesis of (+)-Rivastigmine and (+)-NPS R-568

  摘要：

  An economically viable strategy for the total synthesis of (+)-rivastigmine and (+)-NPS R-568 has been reported. The strategy involves regioselective hydrogenation of diastereomerically pure bis amine to realize the desired alpha-methyl chiral substituted benzyl amine. The route is economical, scalable, and versatile enough to be adapted to similar classes of compounds.

  DOI：

  10.1080/00397911.2010.527425

文献信息

• General Strategy for Large-Scale Synthesis of (+)-Rivastigmine and (+)-NPS R-568
  作者：Ramakrishna Rao、Mukesh Padmakar Shewalkar、Ramadevi Nandipati、Jhillu Singh Yadav、Mukkanti Khagga、Devanand Baburao Shinde

  DOI：10.1080/00397911.2010.527425

  日期：2012.2.15

  An economically viable strategy for the total synthesis of (+)-rivastigmine and (+)-NPS R-568 has been reported. The strategy involves regioselective hydrogenation of diastereomerically pure bis amine to realize the desired alpha-methyl chiral substituted benzyl amine. The route is economical, scalable, and versatile enough to be adapted to similar classes of compounds.