(RS,SR)-α-[1-[[(pyridin-3-yl)methyl]amino]ethyl]benzenemethanol

• 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: (RS,SR)-α-[1-[[(pyridin-3-yl)methyl]amino]ethyl]benzenemethanol
• 英文别名: (1S,2R)-1-phenyl-2-(pyridin-3-ylmethylamino)propan-1-ol
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: HVBNBCDMXPLQKK-IUODEOHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.15
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (RS,SR)-α-[1-[[(pyridin-3-yl)methyl]amino]ethyl]benzenemethanol 在 甲酸 作用下， 反应 0.5h， 以89%的产率得到(RS,SR)-α-[1-[Methyl[(pyridin-3-yl)methyl]amino]ethyl]benzenemethanol
  参考文献：
  名称：

  Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation

  摘要：

  Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.

  DOI：

  10.1007/s00706-012-0900-8
• 作为产物：
  描述：

  3-吡啶甲醛 、 左旋去甲麻黄碱 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以94%的产率得到(RS,SR)-α-[1-[[(pyridin-3-yl)methyl]amino]ethyl]benzenemethanol
  参考文献：
  名称：

  Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation

  摘要：

  Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.

  DOI：

  10.1007/s00706-012-0900-8

文献信息

• Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation
  作者：Katharina Bica、Sonja Leder、Kurt Mereiter、Peter Gaertner

  DOI：10.1007/s00706-012-0900-8

  日期：2013.4

  Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.