(R)-2-benzyl-4-nitrobutanoic acid | 1190899-69-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R)-2-benzyl-4-nitrobutanoic acid
• CAS: 1190899-69-4
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: FTXMBNYEXMWRTH-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.44
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-2-benzyl-4-nitrobutanoic acid 、 甲胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (R)-2-benzyl-N-methyl-4-nitrobutanamide
  参考文献：
  名称：

  Intramolecular Amide Stacking and Its Competition with Hydrogen Bonding in a Small Foldamer

  摘要：

  Attractive interactions between two carboxamide groups in a "stacked" geometry are explored under isolated molecule conditions. Infrared spectra of single conformations of a small gamma-peptide, Ac-gamma(2)-hPhe-NHMe, reveal the presence of a conformation in which the two amide planes are approximately parallel with the amide dipoles in an antialigned orientation. This stacked conformation is energetically comparable to conformations that contain an intramolecutar amide-amide H-bond. Amide stacking interactions can compete with H-bonding in circumstances where the amide groups can be brought into a stacking configuration with minimal strain, opening the way for its use in the design of future foldamer structures.

  DOI：

  10.1021/ja9054965