3-((R)-2-Oxo-3-{1-[(E)-(S)-1-phenyl-ethylimino]-ethyl}-tetrahydro-furan-3-yl)-propionic acid methyl ester | 158530-91-7

• 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: 3-((R)-2-Oxo-3-{1-[(E)-(S)-1-phenyl-ethylimino]-ethyl}-tetrahydro-furan-3-yl)-propionic acid methyl ester
• CAS: 158530-91-7
• 化学式: C₁₈H₂₃NO₄
• 分子量: 317.385
• InChiKey: MGNPVDRFSQTRQU-ZKZCNRLTSA-N

物化性质

• 沸点：
  439.3±40.0 °C(predicted)
• 密度：
  1.13±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.96
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-((R)-2-Oxo-3-{1-[(E)-(S)-1-phenyl-ethylimino]-ethyl}-tetrahydro-furan-3-yl)-propionic acid methyl ester 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 3-((R)-3-Acetyl-2-oxo-tetrahydro-furan-3-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Enantioselective Michael-type reaction of chiral linear α,α-disubstituted secondary enamines

  摘要：

  The enantioselective Michael-type reaction of chiral 2-substituted cyclic imines, reacting as their secondary enamine tautomers, has been extended to a linear ketimine possessing an oxo group on one of the substituents. A single secondary enamine tautomer is observed due to H-bonding of the NH group, thus allowing the reaction to proceed with a high degree of stereoselectivity.

  DOI：

  10.1016/0957-4166(94)80112-6
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 反应 16.0h， 生成 3-((R)-2-Oxo-3-{1-[(E)-(S)-1-phenyl-ethylimino]-ethyl}-tetrahydro-furan-3-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Enantioselective Michael-type reaction of chiral linear α,α-disubstituted secondary enamines

  摘要：

  The enantioselective Michael-type reaction of chiral 2-substituted cyclic imines, reacting as their secondary enamine tautomers, has been extended to a linear ketimine possessing an oxo group on one of the substituents. A single secondary enamine tautomer is observed due to H-bonding of the NH group, thus allowing the reaction to proceed with a high degree of stereoselectivity.

  DOI：

  10.1016/0957-4166(94)80112-6