4-benzyl-2-(hydroxyphenylmethyl)morpholin-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-benzyl-2-(hydroxyphenylmethyl)morpholin-3-one
• 英文别名: 4-Benzyl-2-[hydroxy(phenyl)methyl]morpholin-3-one
• 化学式: C₁₈H₁₉NO₃
• 分子量: 297.354
• InChiKey: IIBSPZWJLYZHQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 RuCl[(R,R)-TsDPEN](mesitylene) 、 溶剂黄146 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 24.5h， 生成 (2R,3S)-4-benzyl-2-(hydroxyphenylmethyl)morpholin-3-one 、 4-benzyl-2-(hydroxyphenylmethyl)morpholin-3-one
  参考文献：
  名称：

  Dynamic Kinetic Resolution-Based Asymmetric Transfer Hydrogenation of 2-Benzoylmorpholinones and Its Use in Concise Stereoselective Synthesis of All Four Stereoisomers of the Antidepressant Reboxetine

  摘要：

  Dynamic kinetic resolution-driven, asymmetric transfer hydrogenation reaction of 2-benzoylmorpholin-3-ones (4) proceeds efficiently to give the corresponding (2R,3S)- or (2S,3R)-2-(hydroxyphenylmethyl)morpholin-3-ones (6) with an excellent level of diastereo- and enantioselectivity and simultaneous control of two contiguous stereogenic centers in a single step. This process is employed to prepare all four stereoisomers of the antidepressant reboxetine.

  DOI：

  10.1021/jo401102d

文献信息

• Dobrev, Alexander; Nechev, Ljubomir; Ivanov, Christo, Liebigs Annalen der Chemie, 1989, p. 815 - 818
  作者：Dobrev, Alexander、Nechev, Ljubomir、Ivanov, Christo

  DOI：——

  日期：——
• TREATMENT OF STUTTERING AND OTHER COMMUNICATION DISORDERS WITH NOREPINEPHRINE REUPTAKE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1660185A2

  公开（公告）日：2006-05-31
• Treatment of hot flashes, impulse control disorders and personality change due to a general medical condition
  申请人：Allen John Albert

  公开号：US20070015786A1

  公开（公告）日：2007-01-18

  Selective norepinephrine reuptake inhibitors are useful for the prevention or treatment of hot flashes, vasomotor symptoms, impulse control disorders or personality change due to a general medical condition.
• Treatment of stuttering and other communication disorders with norepinephrine reuptake inhibitors
  申请人：Kelsey Kenneth Douglas

  公开号：US20070032554A1

  公开（公告）日：2007-02-08

  Provided are methods and medicaments for treating stuttering or another communication disorder, comprising administering to a patient in need of such treatment an effective amount of a selective norepinephrine reuptake inhibitor.
• Treatment of learning disabilities and motor skills disorder with norepinephrine reuptake inhibitors
  申请人：Sumner Russell Calvin

  公开号：US20070105960A1

  公开（公告）日：2007-05-10

  Provided are methods and medicaments for treating a learning disability or a Motor Skills Disorder, comprising administering to a patient in need of such treatment an effective amount of a selective norepinephrine reuptake inhibitor.