(1R,2S,5S)-3',6,6-trimethyl-4'H-spiro[bicyclo[3.1.1]heptane-2,5'-isoxazole]

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,5S)-3',6,6-trimethyl-4'H-spiro[bicyclo[3.1.1]heptane-2,5'-isoxazole]
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: ZKVFVPMNEIIJGG-UMNHJUIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙醛肟 、 beta-pinene 在 N-hydroxyiminoyl chloride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以10%的产率得到(1R,2S,5S)-3',6,6-trimethyl-4'H-spiro[bicyclo[3.1.1]heptane-2,5'-isoxazole]
  参考文献：
  名称：

  Synthesis of functionalized 2-isoxazolines as three-dimensional fragments for fragment-based drug discovery

  摘要：

  The design of new sp(3) and spiro-enriched fragments has been achieved from 1,3-dipolar cycloaddition between alkenes and chloro-oximes. The selection of reagents was performed to afford a panel of 2-isoxazoline-containing fragments that show desirable three dimensional (3D) characteristics to allow the probing of biologically-relevant chemical space. Principal moments of inertia (PMI) were calculated to evaluate the 3D diversity. The resulting 3D fragments with suitable physicochemical properties, especially a good solubility, will be used to improve the hit rate of our fragment-based screening. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.035

文献信息

• Synthesis of functionalized 2-isoxazolines as three-dimensional fragments for fragment-based drug discovery
  作者：Ngoc Chau Tran、Heleen Dhondt、Marion Flipo、Benoit Deprez、Nicolas Willand

  DOI：10.1016/j.tetlet.2015.05.035

  日期：2015.7

  The design of new sp(3) and spiro-enriched fragments has been achieved from 1,3-dipolar cycloaddition between alkenes and chloro-oximes. The selection of reagents was performed to afford a panel of 2-isoxazoline-containing fragments that show desirable three dimensional (3D) characteristics to allow the probing of biologically-relevant chemical space. Principal moments of inertia (PMI) were calculated to evaluate the 3D diversity. The resulting 3D fragments with suitable physicochemical properties, especially a good solubility, will be used to improve the hit rate of our fragment-based screening. (C) 2015 Elsevier Ltd. All rights reserved.