5-(2-chlorophenyl)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,2,4-oxadiazole | 1262023-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-chlorophenyl)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,2,4-oxadiazole
• CAS: 1262023-55-1
• 化学式: C₁₃H₁₃ClN₂O₃
• 分子量: 280.711
• InChiKey: CPYRRBBASCHZPJ-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(2-chlorophenyl)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,2,4-oxadiazole 在 水 、 三氟乙酸 作用下， 反应 4.0h， 以39.5%的产率得到5-(2-chlorophenyl)-3-[(1S)-ethanediol-1-yl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis and antiacetylcholinesterase activity of new D-glyceraldehyde heterocyclic derivatives

  摘要：

  We report herein the convenient procedures for the syntheses of different heterocyclic compounds from 2,3-O-isopropylidene-D-glyceraldehyde using intramolecular cyclization, 1,3-dipolar cycloaddition or bimolecular coupling reactions. The products were characterized by H-1 and C-13 NMR spectroscopy and elemental analysis. The new heterocycles and their derivatives were evaluated as inhibitors of acetylcholinesterase enzyme.

  DOI：

  10.1590/s0103-50532010000100008
• 作为产物：
  描述：

  2,3-O-isopropylidene-D-glyceroamidoxime 、 2-氯苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以38%的产率得到5-(2-chlorophenyl)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis and antiacetylcholinesterase activity of new D-glyceraldehyde heterocyclic derivatives

  摘要：

  We report herein the convenient procedures for the syntheses of different heterocyclic compounds from 2,3-O-isopropylidene-D-glyceraldehyde using intramolecular cyclization, 1,3-dipolar cycloaddition or bimolecular coupling reactions. The products were characterized by H-1 and C-13 NMR spectroscopy and elemental analysis. The new heterocycles and their derivatives were evaluated as inhibitors of acetylcholinesterase enzyme.

  DOI：

  10.1590/s0103-50532010000100008