(R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine | 132902-42-2

• 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: (R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine
• 英文别名: diphenyl-[(2R)-1-(pyridin-2-ylmethyl)pyrrolidin-2-yl]methanol
• CAS: 132902-42-2
• 化学式: C₂₃H₂₄N₂O
• 分子量: 344.456
• InChiKey: JOLPNMGIOXWLTJ-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  36.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(溴甲基)吡啶氢溴酸盐 、 (R)-(+)-alpha,alpha-二苯基脯氨醇 在 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以76%的产率得到(R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine
  参考文献：
  名称：

  Asymmetric Henry reaction catalyzed by a chiral Cu(II) complex: a facile enantioselective synthesis of (S)-2-nitro-1-arylethanols

  摘要：

  A catalytic asymmetric Henry reaction has been developed using a novel chiral Cu(II) complex derived from (R)-2-(diphenylmethanol)-1-(2-pyridylmethyl)pyrrolidine and copper(II) acetate in ethanol under mild conditions. The corresponding chiral 2-nitro-1-arylethanol derivatives were obtained in high yields with moderate to good enantiomeric excess (up to 86% ee). The results indicate that the coordination of a metal atom to the nitrogen of the pyridine ring is essential in determining the stereochemistry of the process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.019
• 作为试剂：
  描述：

  硝基甲烷 、 2-碘苯甲醛 在 (R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine 、 copper diacetate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 (S)-(+)-1-(2-iodophenyl)-2-nitroethanol 、 (R)-(-)-1-(2-iodophenyl)-2-nitroethanol
  参考文献：
  名称：

  Asymmetric Henry reaction catalyzed by a chiral Cu(II) complex: a facile enantioselective synthesis of (S)-2-nitro-1-arylethanols

  摘要：

  A catalytic asymmetric Henry reaction has been developed using a novel chiral Cu(II) complex derived from (R)-2-(diphenylmethanol)-1-(2-pyridylmethyl)pyrrolidine and copper(II) acetate in ethanol under mild conditions. The corresponding chiral 2-nitro-1-arylethanol derivatives were obtained in high yields with moderate to good enantiomeric excess (up to 86% ee). The results indicate that the coordination of a metal atom to the nitrogen of the pyridine ring is essential in determining the stereochemistry of the process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.019

文献信息

• Asymmetric Henry reaction catalyzed by a chiral Cu(II) complex: a facile enantioselective synthesis of (S)-2-nitro-1-arylethanols
  作者：Basi V. Subba Reddy、Sankham Madhusudana Reddy、Swain Manisha、Chinnala Madan

  DOI：10.1016/j.tetasy.2011.02.019

  日期：2011.3

  A catalytic asymmetric Henry reaction has been developed using a novel chiral Cu(II) complex derived from (R)-2-(diphenylmethanol)-1-(2-pyridylmethyl)pyrrolidine and copper(II) acetate in ethanol under mild conditions. The corresponding chiral 2-nitro-1-arylethanol derivatives were obtained in high yields with moderate to good enantiomeric excess (up to 86% ee). The results indicate that the coordination of a metal atom to the nitrogen of the pyridine ring is essential in determining the stereochemistry of the process. (C) 2011 Elsevier Ltd. All rights reserved.