(2R)-4-(3-methoxyphenyl)-4-oxo-2-{[(1R)-1-phenylethyl]-amino}butanoic acid | 1220353-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R)-4-(3-methoxyphenyl)-4-oxo-2-{[(1R)-1-phenylethyl]-amino}butanoic acid
• 英文别名: (2R)-4-(3-methoxyphenyl)-4-oxo-2-[[(1R)-1-phenylethyl]amino]butanoic acid
• CAS: 1220353-56-9
• 化学式: C₁₉H₂₁NO₄
• 分子量: 327.38
• InChiKey: SLPNOLXABIMSCO-CXAGYDPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-4-(3-methoxyphenyl)-4-oxo-2-{[(1R)-1-phenylethyl]-amino}butanoic acid 生成 4-(3-methoxyphenyl)-4-oxobut-2-enoic acid
  参考文献：
  名称：

  The first example of a crystallization-induced asymmetric transformation (CIAT) in the Mannich reaction

  摘要：

  The novel synthesis of highly enantioenriched N-substituted alpha-amino-gamma-alkyl(aryl)-gamma-oxoutanoic acids is described The process involves the combination of a crystallization-induced asymmetric transformation (CIAT) and the Mannich reaction The role of retro-Mannich and retro-Michael reactions in the mechanism of the highly stereoselective transformation is also discussed. (c) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.014
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 乙醛酸 、 3-甲氧基苯乙酮 以 乙醇 为溶剂， 反应 120.0h， 以29%的产率得到(2R)-4-(3-methoxyphenyl)-4-oxo-2-{[(1R)-1-phenylethyl]-amino}butanoic acid
  参考文献：
  名称：

  The first example of a crystallization-induced asymmetric transformation (CIAT) in the Mannich reaction

  摘要：

  The novel synthesis of highly enantioenriched N-substituted alpha-amino-gamma-alkyl(aryl)-gamma-oxoutanoic acids is described The process involves the combination of a crystallization-induced asymmetric transformation (CIAT) and the Mannich reaction The role of retro-Mannich and retro-Michael reactions in the mechanism of the highly stereoselective transformation is also discussed. (c) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.014