(S)-orphenadrine hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-orphenadrine hydrochloride
• 英文别名: N,N-dimethyl-2-[(S)-(2-methylphenyl)-phenylmethoxy]ethanamine;hydrochloride
• 化学式: C₁₈H₂₃NO*ClH
• 分子量: 305.848
• InChiKey: UQZKYYIKWZOKKD-FERBBOLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基二苯甲酮 在 lithium aluminium tetrahydride 、 trans-RuCl₂[(S)-xylbinap][(S)-daipen] 、 potassium tert-butylate 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 异丙醇 、 叔丁醇 为溶剂， 25.0~28.0 ℃ 、810.65 kPa 条件下， 反应 27.0h， 生成 (S)-orphenadrine hydrochloride
  参考文献：
  名称：

  Selective Hydrogenation of Benzophenones to Benzhydrols. Asymmetric Synthesis of Unsymmetrical Diarylmethanols

  摘要：

  [GRAPHICS]trans-RuCl2[P(C6H4-4-CH3)(3)](2)(NH2CH2CH2NH2) acts as a highly effective precatalyst for the hydrogenation of a variety of benzophenone derivatives to benzhydrols that proceeds smoothly at 8 atm and 23-35 degrees C in 2-propanol containing t-C4H9OK with a substrate/catalyst ratio of 2000-20000. Use of a BINAP/chiral diamine Ru complex effects asymmetric hydrogenation of various ortho-substituted benzophenones and benzoylferrocene to chiral diarylmethanols with consistently high ee.

  DOI：

  10.1021/ol9904139

文献信息

• Selective Hydrogenation of Benzophenones to Benzhydrols. Asymmetric Synthesis of Unsymmetrical Diarylmethanols
  作者：Takeshi Ohkuma、Masatoshi Koizumi、Hideyuki Ikehira、Tohru Yokozawa、Ryoji Noyori

  DOI：10.1021/ol9904139

  日期：2000.3.1

  [GRAPHICS]trans-RuCl2[P(C6H4-4-CH3)(3)](2)(NH2CH2CH2NH2) acts as a highly effective precatalyst for the hydrogenation of a variety of benzophenone derivatives to benzhydrols that proceeds smoothly at 8 atm and 23-35 degrees C in 2-propanol containing t-C4H9OK with a substrate/catalyst ratio of 2000-20000. Use of a BINAP/chiral diamine Ru complex effects asymmetric hydrogenation of various ortho-substituted benzophenones and benzoylferrocene to chiral diarylmethanols with consistently high ee.