(R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol | 1227746-48-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol
• 英文别名: (2R)-1-[(2S)-1-methylpyrrolidin-2-yl]-5-phenylpentan-2-ol
• CAS: 1227746-48-6
• 化学式: C₁₆H₂₅NO
• 分子量: 247.381
• InChiKey: AIFLAICUCQKVOU-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-2-((R)-2-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-1-methylpyrrolidine 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以95%的产率得到(R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol
  参考文献：
  名称：

  Enantioselective Synthesis of syn/anti-1,3-Amino Alcohols via Proline-Catalyzed Sequential α-Aminoxylation/α-Amination and Horner−Wadsworth−Emmons Olefination of Aldehydes

  摘要：

  A novel and general method for asymmetric synthesis of both syn/anti-1,3-amino alcohols is described. The method uses proline-catalyzed sequential alpha-aminoxylation/alpha-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step. By using this method, a short synthesis of a bioactive molecule, (R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol, is also accomplished.

  DOI：

  10.1021/ol100856u

文献信息

• Enantioselective Synthesis of <i>syn</i>/<i>anti</i>-1,3-Amino Alcohols via Proline-Catalyzed Sequential α-Aminoxylation/α-Amination and Horner−Wadsworth−Emmons Olefination of Aldehydes
  作者：Vishwajeet Jha、Nagendra B. Kondekar、Pradeep Kumar

  DOI：10.1021/ol100856u

  日期：2010.6.18

  A novel and general method for asymmetric synthesis of both syn/anti-1,3-amino alcohols is described. The method uses proline-catalyzed sequential alpha-aminoxylation/alpha-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step. By using this method, a short synthesis of a bioactive molecule, (R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol, is also accomplished.