3-hydroxy-2,2-dimethyl-4-phenyl-N-prop-2-enylbutanamide | 1058629-07-4

• 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: 3-hydroxy-2,2-dimethyl-4-phenyl-N-prop-2-enylbutanamide
• CAS: 1058629-07-4
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: IMECDISASFJTLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-benzyl-3,3-dimethyloxetan-2-one 、 丙烯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到3-hydroxy-2,2-dimethyl-4-phenyl-N-prop-2-enylbutanamide
  参考文献：
  名称：

  On the antibiotic activity of oxazolomycin

  摘要：

  Structural analysis of oxazolomycin and simpler fragments containing a common 3-hydroxy-2,2-dimethylpropanamide moiety has indicated that a U-shaped conformation is preferred, in some cases stabilised by hydrogen bonding between the N-H and O-H residues, as shown by a combination of molecular modelling, NMR spectroscopic and single crystal X-ray analysis. A direct synthesis of this unit has been established via the opening of b-lactones by a range of amines, and their antibacterial activity been shown to vary with the hydrophobic character of the substituents. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.105

文献信息

• On the antibiotic activity of oxazolomycin
  作者：Claire L. Bagwell、Mark G. Moloney、Amber L. Thompson

  DOI：10.1016/j.bmcl.2008.05.105

  日期：2008.7

  Structural analysis of oxazolomycin and simpler fragments containing a common 3-hydroxy-2,2-dimethylpropanamide moiety has indicated that a U-shaped conformation is preferred, in some cases stabilised by hydrogen bonding between the N-H and O-H residues, as shown by a combination of molecular modelling, NMR spectroscopic and single crystal X-ray analysis. A direct synthesis of this unit has been established via the opening of b-lactones by a range of amines, and their antibacterial activity been shown to vary with the hydrophobic character of the substituents. (c) 2008 Elsevier Ltd. All rights reserved.