2-(4-carbomethoxy-1-iodo-2-(iodomethyl)butan-2-yl)-4,4-dimethyl-4,5-dihydrooxazole | 918522-72-2

• 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: 2-(4-carbomethoxy-1-iodo-2-(iodomethyl)butan-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
• 英文别名: methyl 4-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-5-iodo-4-(iodomethyl)pentanoate
• CAS: 918522-72-2
• 化学式: C₁₂H₁₉I₂NO₃
• 分子量: 479.097
• InChiKey: VBEUDXCNTCRMQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-carbomethoxy-1-iodo-2-(iodomethyl)butan-2-yl)-4,4-dimethyl-4,5-dihydrooxazole 在 硫酸 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 17.0h， 生成 1-(2-carboxyethyl)cyclopropanecarboxylic acid
  参考文献：
  名称：

  Converting gem-Dimethyl Groups into Cyclopropanes via Pd-Catalyzed Sequential C−H Activation and Radical Cyclization

  摘要：

  A novel route to the synthesis of cyclopropane derivatives is described. 1,1-Dimethyls in 2-(1,1-dimethylalkyl)dimethyloxazolines are first converted into 1,3-diiodide derivatives via Pd-catalyzed sequential C-H activation and then radically cyclized to provide 2-(1-alkylcylclopropyl)dimethyloxazolines. The use of EtOAc as a solvent is crucial for the diiodination of the functionalized substrates.

  DOI：

  10.1021/ol0618858
• 作为产物：
  描述：

  2,2-dimethyl-4-methoxycarbonylbutanoyl chloride 在 palladium diacetate 碘苯二乙酸 、 碘 、 三苯基膦 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 生成 2-(4-carbomethoxy-1-iodo-2-(iodomethyl)butan-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Converting gem-Dimethyl Groups into Cyclopropanes via Pd-Catalyzed Sequential C−H Activation and Radical Cyclization

  摘要：

  A novel route to the synthesis of cyclopropane derivatives is described. 1,1-Dimethyls in 2-(1,1-dimethylalkyl)dimethyloxazolines are first converted into 1,3-diiodide derivatives via Pd-catalyzed sequential C-H activation and then radically cyclized to provide 2-(1-alkylcylclopropyl)dimethyloxazolines. The use of EtOAc as a solvent is crucial for the diiodination of the functionalized substrates.

  DOI：

  10.1021/ol0618858