(S)-1,1-Di-pyridin-2-yl-propane-1,2-diol | 218448-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (S)-1,1-Di-pyridin-2-yl-propane-1,2-diol
• CAS: 218448-50-1
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: AFYZRKRMEQDEER-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  66.24
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-1,1-Di-pyridin-2-yl-propane-1,2-diol 在 咪唑 、 氢氟酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 91.5h， 生成 (S)-1-Methoxy-1,1-di-pyridin-2-yl-propan-2-ol
  参考文献：
  名称：

  Synthesis of novel chiral oligopyridine derivative ligands for the enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  Several chiral dipyridine and dithiophene derived ligands have been prepared from readily available homochiral materials such as ethyl L-lactate and naproxene methyl ester, based on the dialkylation strategy using heterocyclic organometallic reagents. Each of these chiral ligands was used for the catalytic enantioselective addition of diethylzinc to benzaldehyde. The best result was obtained for 3: 70% ee was achieved. A plausible mechanism for this asymmetric induction is offered, based on X-ray crystallographic data. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00333-4
• 作为产物：
  描述：

  2-溴吡啶 、 L(-)-乳酸乙酯 在 正丁基锂 作用下， 生成 (2S)-2-hydroxy-1-pyridin-2-ylpropan-1-one 、 (S)-1,1-Di-pyridin-2-yl-propane-1,2-diol
  参考文献：
  名称：

  Synthesis of novel chiral oligopyridine derivative ligands for the enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  Several chiral dipyridine and dithiophene derived ligands have been prepared from readily available homochiral materials such as ethyl L-lactate and naproxene methyl ester, based on the dialkylation strategy using heterocyclic organometallic reagents. Each of these chiral ligands was used for the catalytic enantioselective addition of diethylzinc to benzaldehyde. The best result was obtained for 3: 70% ee was achieved. A plausible mechanism for this asymmetric induction is offered, based on X-ray crystallographic data. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00333-4