tert-butyl (R)-4-(isobutyramidooxy)pentanoate | 1006729-12-9

• 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: tert-butyl (R)-4-(isobutyramidooxy)pentanoate
• CAS: 1006729-12-9
• 化学式: C₁₃H₂₅NO₄
• 分子量: 259.346
• InChiKey: ZWKGRPREJSLZLG-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (R)-4-(isobutyramidooxy)pentanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  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
• 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， 生成 tert-butyl (R)-4-(isobutyramidooxy)pentanoate
  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