(E)-3,7-dimethylocta-2,6-dien-1-yl N-((perfluorobenzoyl)oxy)benzimidothioate | 1568950-77-5

• 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: (E)-3,7-dimethylocta-2,6-dien-1-yl N-((perfluorobenzoyl)oxy)benzimidothioate
• 英文别名: (E)-7-methylocta-2,6-dien-1-yl N-((perfluorobenzoyl)oxy)benzimidothioate
• CAS: 1568950-77-5
• 化学式: C₂₄H₂₂F₅NO₂S
• 分子量: 483.502
• InChiKey: XANRQDWKWFUDSD-GADGEGGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.33
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-3,7-dimethylocta-2,6-dien-1-yl N-((perfluorobenzoyl)oxy)benzimidothioate 在 copper(I) bromide dimethylsulfide complex 、 lithium bromide 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以58%的产率得到(R*)-4-((R*)-2-bromo-6-methylhept-5-en-2-yl)-2-phenyl-4,5-dihydrothiazole
  参考文献：
  名称：

  Synthesis of Thiazolines by Copper Catalyzed Aminobromination of Thiohydroximic Acids

  摘要：

  A copper catalyzed aminobromination of Alkene tethered thiohydroximic acids is described, providing a rapid approach to unnatural thiazoline scaffolds not readily available via existing methods. Moderate to high yields of bromothiazolines are obtained with alkyl- and aryl-substituted thiohydroximic acid building blocks containing mono-, di-, and trisubstituted alkenes. The reaction provides high levels of 5-exo selectivity, and terminally monosubstituted alkenes result in predominant syn-diastereoselectivity.

  DOI：

  10.1021/ol500588v
• 作为产物：
  描述：

  苯甲醛肟 在 sodium sulfide 、 N-氯代丁二酰亚胺 、 四丁基碘化铵 、 三乙胺 作用下， 以 乙醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (E)-3,7-dimethylocta-2,6-dien-1-yl N-((perfluorobenzoyl)oxy)benzimidothioate
  参考文献：
  名称：

  Synthesis of Thiohydroxamic Acids and Thiohydroximic Acid Derivatives

  摘要：

  An improved and expanded preparation of thiohydroxamic acids is reported along with a one-pot conversion of these compounds to novel thiohydroximic acid derivatives. A variety of aryl, heteroaryl, and alkyl substituents are well tolerated to provide a rapid approach to alkene-functionalized thiohydroximic acids that serve as potentially useful building blocks for organic synthesis.

  DOI：

  10.1021/jo500080x