(R)-N-(1-carboxy-2-phenylethyl)succinamic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-N-(1-carboxy-2-phenylethyl)succinamic acid
• 英文别名: N-succinyl-D-phenylalanine；4-[[(1R)-1-carboxy-2-phenylethyl]amino]-4-oxobutanoic acid
• 化学式: C₁₃H₁₅NO₅
• 分子量: 265.266
• InChiKey: CWAGPBPLOYGROC-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁二酸酐 、 D-苯丙氨酸 以 四氢呋喃 为溶剂， 反应 30.0h， 以93%的产率得到(R)-N-(1-carboxy-2-phenylethyl)succinamic acid
  参考文献：
  名称：

  Cyclodextrin assisted enantiomeric recognition of benzo[de]isoquinoline-1,3-dione derived amino acids

  摘要：

  Spectroscopic evidence for enantiomeric recognition of properly modified amino acids through the cyclodextrin assisted formation of polymer like self-assemblies is presented. The requirements for the formation of these assemblies through aromatic pi-pi stacking are discussed. It is suggested that this approach can be used for enantiomeric separation of chiral compounds that contain both electron-rich and electron-poor moieties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.021

文献信息

• Cyclodextrin assisted enantiomeric recognition of benzo[de]isoquinoline-1,3-dione derived amino acids
  作者：Branko S. Jursic、Paresh K. Patel

  DOI：10.1016/j.tet.2004.11.021

  日期：2005.1

  Spectroscopic evidence for enantiomeric recognition of properly modified amino acids through the cyclodextrin assisted formation of polymer like self-assemblies is presented. The requirements for the formation of these assemblies through aromatic pi-pi stacking are discussed. It is suggested that this approach can be used for enantiomeric separation of chiral compounds that contain both electron-rich and electron-poor moieties. (C) 2004 Elsevier Ltd. All rights reserved.