2-((1S)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol | 500800-22-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-((1S)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol
• 英文别名: 2-[(2S)-2-{[(1R)-1-Phenylethyl]amino}pent-4-en-2-yl]phenol；2-[(2S)-2-[[(1R)-1-phenylethyl]amino]pent-4-en-2-yl]phenol
• CAS: 500800-22-6
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: MOKPRMAUZBTJIC-BEFAXECRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (-)-2-{1-{[(1R)-1-phenylethyl]imino}ethyl}phenol 、 烯丙基溴化镁 以 甲苯 为溶剂， 反应 3.0h， 生成 2-((1S)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol 、 2-((1R)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol
  参考文献：
  名称：

  Synthesis of enantiopure 2-aminoalkylphenols by stereoselective addition of Grignard reagents to chiral 2-imidoylphenols

  摘要：

  The stereoselective addition of Grignard reagents to chiral 2-imidoylphenols affords enantiopure 2-aminoalkylphenols, a class of ligands useful in stereoselective synthesis. Unusually benzyl- and allyl-magnesium chlorides add to ketimines derived from enolizable o-acylphenols with high yields and stereoselectivities. In this way a stereogenic quaternary C-I carbon atom is introduced, which could not be obtained by other methods available till now. The mechanism and the asymmetric induction have been explained in agreement with previously obtained results. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00544-x