(R)-ethyl 4-hydroxy-7-phenylheptanoate | 1227745-47-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-ethyl 4-hydroxy-7-phenylheptanoate
• CAS: 1227745-47-2
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: KCEPJUAAYABSNZ-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  18.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-ethyl 4-hydroxy-7-phenylheptanoate 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 (+)-(R)-5-(3-phenylpropyl)dihydrofuran-2(3H)-one
  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
• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 (R)-ethyl 4-hydroxy-7-phenylheptanoate
  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