3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indole-1-acetic acid | 1031555-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indole-1-acetic acid
• 英文别名: 2-[3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]indol-1-yl]acetic acid
• CAS: 1031555-62-0
• 化学式: C₁₈H₂₀N₄O₃
• 分子量: 340.382
• InChiKey: LZBFDBDQDADLJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  84.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indole-1-acetic acid 、 3-哌啶甲酸乙酯 在 N,N'-羰基二咪唑 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Functionalization of oxadiazolylindole systems

  摘要：

  A new synthetic approach was developed to the preparation of functional derivatives of 3-(1,3,4-oxadiazol-2-yl)-1H-indoles starting with a synthetically available 3-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1H-indole. The versatility of the developed strategy was demonstrated in the synthesis of this kind compounds with a wide range of substituents.

  DOI：

  10.1134/s1070428009050121
• 作为产物：
  描述：

  methyl 3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indole-acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以67%的产率得到3-[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indole-1-acetic acid
  参考文献：
  名称：

  Functionalization of oxadiazolylindole systems

  摘要：

  A new synthetic approach was developed to the preparation of functional derivatives of 3-(1,3,4-oxadiazol-2-yl)-1H-indoles starting with a synthetically available 3-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1H-indole. The versatility of the developed strategy was demonstrated in the synthesis of this kind compounds with a wide range of substituents.

  DOI：

  10.1134/s1070428009050121

文献信息

• Functionalization of oxadiazolylindole systems
  作者：S. B. Alyab’ev、D. V. Kravchenko、A. V. Ivashchenko

  DOI：10.1134/s1070428009050121

  日期：2009.5

  A new synthetic approach was developed to the preparation of functional derivatives of 3-(1,3,4-oxadiazol-2-yl)-1H-indoles starting with a synthetically available 3-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1H-indole. The versatility of the developed strategy was demonstrated in the synthesis of this kind compounds with a wide range of substituents.