3-(3',4',5'-trimethoxyphenyl)-5-(N-phenyl)-4,6-dioxo-pyrrolo[3,4-d]-7,8-dihydroisoxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-(3',4',5'-trimethoxyphenyl)-5-(N-phenyl)-4,6-dioxo-pyrrolo[3,4-d]-7,8-dihydroisoxazole
• 英文别名: 5-Phenyl-3-(3,4,5-trimethoxyphenyl)-3a,6a-dihydropyrrolo[3,4-d][1,2]oxazole-4,6-dione
• 化学式: C₂₀H₁₈N₂O₆
• 分子量: 382.373
• InChiKey: AFGNVESJUYKIEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-苯基马来酰亚胺 、 3,4,5-三甲氧基苯甲醛肟 在 N-(tert-butyl)-N-chloro-cyanamide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到3-(3',4',5'-trimethoxyphenyl)-5-(N-phenyl)-4,6-dioxo-pyrrolo[3,4-d]-7,8-dihydroisoxazole
  参考文献：
  名称：

  A novel one-pot synthesis of hydroximoyl chlorides and 2-isoxazolines using N-tert-butyl-N-chlorocyanamide

  摘要：

  Treatment of aldoximes with N-tert-butyl-N-chlorocyanamide gave hydroximoyl chlorides in quantitative yields in less than a minute, which on dehydrohalogenation in the presence of triethylamine gave the corresponding nitrile oxides. The nitrile oxides underwent 1,3-dipolar addition to dipolarophiles and gave 2-isoxazolines in excellent yields under mild conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.083

文献信息

• Ajay Kumar; Lokanatha Rai; Umesha, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 4, p. 269 - 273
  作者：Ajay Kumar、Lokanatha Rai、Umesha、Rajasekhara Prasad

  DOI：——

  日期：——
• A novel one-pot synthesis of hydroximoyl chlorides and 2-isoxazolines using N-tert-butyl-N-chlorocyanamide
  作者：Vinod Kumar、M.P. Kaushik

  DOI：10.1016/j.tetlet.2005.12.083

  日期：2006.2

  Treatment of aldoximes with N-tert-butyl-N-chlorocyanamide gave hydroximoyl chlorides in quantitative yields in less than a minute, which on dehydrohalogenation in the presence of triethylamine gave the corresponding nitrile oxides. The nitrile oxides underwent 1,3-dipolar addition to dipolarophiles and gave 2-isoxazolines in excellent yields under mild conditions. (c) 2005 Elsevier Ltd. All rights reserved.