N-Isobutyl-4-isobutyrylaminooxy-butyramide | 824425-43-6

• 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: N-Isobutyl-4-isobutyrylaminooxy-butyramide
• 英文别名: 4-[(2-Methylpropanamido)oxy]-N-(2-methylpropyl)butanamide；4-(2-methylpropanoylamino)oxy-N-(2-methylpropyl)butanamide
• CAS: 824425-43-6
• 化学式: C₁₂H₂₄N₂O₃
• 分子量: 244.334
• InChiKey: SKHWWJFNFIYDGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  、 异丁酸 在 N-羟基-7-氮杂苯并三氮唑 、 二甲基氨基丙基乙基碳酰胺 作用下， 以 二氯甲烷 为溶剂， 以0.074 g的产率得到N-Isobutyl-4-isobutyrylaminooxy-butyramide
  参考文献：
  名称：

  Synthesis and Conformational Studies of γ−Aminoxy Peptides

  摘要：

  We have synthesized a series of gamma-aminoxy acids, including unsubstituted and gamma(4)- Ph-, gamma(4)-alkyl-, and gamma(3,4)-cyclohexyl-substituted systems. Coupling of these monomers to oligomers can be realized using EDCl/HOBt (or HOAt) as the coupling agent. gamma-Aminoxy peptides can form 10-membered-ring intramolecular hydrogen bonds-so-called "gamma N-O turns"-between adjacent residues, the extent of which is controlled by the nature of the side chain of each gamma-aminoxy acid residue, increasing from the unsubstituted gamma-aminoxy peptide to the gamma(4)-alkyl aminoxy peptides to the gamma(4)-phenyl- and gamma(3,4)-cyclohexyl-substituted aminoxy pepticles. The presence of two consecutive homochiral 10-membered-ring intramolecular hydrogen bonds leads to the formation of a novel helical structure. Theoretical studies on a series of model peptides rationalize very well the experimentally observed conformational features of these gamma-aminoxy peptides.

  DOI：

  10.1021/ja0772750

文献信息

• Synthesis and Conformational Studies of γ−Aminoxy Peptides
  作者：Fei Chen、Ke-Sheng Song、Yun-Dong Wu、Dan Yang

  DOI：10.1021/ja0772750

  日期：2008.1.1

  We have synthesized a series of gamma-aminoxy acids, including unsubstituted and gamma(4)- Ph-, gamma(4)-alkyl-, and gamma(3,4)-cyclohexyl-substituted systems. Coupling of these monomers to oligomers can be realized using EDCl/HOBt (or HOAt) as the coupling agent. gamma-Aminoxy peptides can form 10-membered-ring intramolecular hydrogen bonds-so-called "gamma N-O turns"-between adjacent residues, the extent of which is controlled by the nature of the side chain of each gamma-aminoxy acid residue, increasing from the unsubstituted gamma-aminoxy peptide to the gamma(4)-alkyl aminoxy peptides to the gamma(4)-phenyl- and gamma(3,4)-cyclohexyl-substituted aminoxy pepticles. The presence of two consecutive homochiral 10-membered-ring intramolecular hydrogen bonds leads to the formation of a novel helical structure. Theoretical studies on a series of model peptides rationalize very well the experimentally observed conformational features of these gamma-aminoxy peptides.