[(1S)-1-phenyl-2-pyridin-2-ylethyl] acetate | 250591-26-5

• 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: [(1S)-1-phenyl-2-pyridin-2-ylethyl] acetate
• CAS: 250591-26-5
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: OZYUUYFWPLLMME-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1S)-1-phenyl-2-pyridin-2-ylethyl] acetate 在 platinum(IV) oxide 氢气 、 potassium carbonate 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 (-)-norsedamine
  参考文献：
  名称：

  A concise synthesis of homochiral sedamines and related alkaloids. A new reductive application of Jacobsen's catalyst

  摘要：

  Two methods for the generation of both enantiomers of sedamine [1-methyl-2-(2-phenyl-2-hydroxy-1-ethyl)piperidine] in high optical purity have been elaborated The first utilises the lipase-mediated kinetic resolution of racemic acetates and the second involves the NaBH4 mediated: reduction of ketones catalysed by Jacobsen's catalyst. Some related applications of these reactions are also disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01341-6
• 作为产物：
  描述：

  1-苯基-2-吡啶-2-基乙醇 在 porcine pancreatic lipase 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 [(1S)-1-phenyl-2-pyridin-2-ylethyl] acetate
  参考文献：
  名称：

  A concise synthesis of homochiral sedamines and related alkaloids. A new reductive application of Jacobsen's catalyst

  摘要：

  Two methods for the generation of both enantiomers of sedamine [1-methyl-2-(2-phenyl-2-hydroxy-1-ethyl)piperidine] in high optical purity have been elaborated The first utilises the lipase-mediated kinetic resolution of racemic acetates and the second involves the NaBH4 mediated: reduction of ketones catalysed by Jacobsen's catalyst. Some related applications of these reactions are also disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01341-6