1-azido-1-(tert-butylperoxy)-3-methylbutane | 1447824-58-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-azido-1-(tert-butylperoxy)-3-methylbutane
• 英文别名: 1-Azido-1-tert-butylperoxy-3-methylbutane；1-azido-1-tert-butylperoxy-3-methylbutane
• CAS: 1447824-58-9
• 化学式: C₉H₁₉N₃O₂
• 分子量: 201.269
• InChiKey: ADUSSKMVOSFTSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  叔丁基过氧化氢 、 异戊醛 在 iron(III) chloride 、 叠氮基三甲基硅烷 作用下， 以 癸烷 、 二氯甲烷 为溶剂， 反应 2.0h， 以93%的产率得到1-azido-1-(tert-butylperoxy)-3-methylbutane
  参考文献：
  名称：

  Synthesis and Asymmetric Resolution of α-Azido-peroxides

  摘要：

  An unprecedented synthesis of alpha-azido-peroxides has been developed using an FeCl3-catalyst starting from carbonyl, TMS-azide, and hydroperoxide. Further, a base promoted decomposition of synthesized secondary alpha-azido-peroxides to provide the corresponding tert-butyl esters has been disclosed. Finally, an asymmetric kinetic resolution of such alpha-azido-peroxides has also been developed to provide chiral a-azido-peroxides in excellent enantiopurity.

  DOI：

  10.1021/ol401443a

文献信息

• Synthesis and Asymmetric Resolution of α-Azido-peroxides
  作者：Suman Pramanik、Prasanta Ghorai

  DOI：10.1021/ol401443a

  日期：2013.8.2

  An unprecedented synthesis of alpha-azido-peroxides has been developed using an FeCl3-catalyst starting from carbonyl, TMS-azide, and hydroperoxide. Further, a base promoted decomposition of synthesized secondary alpha-azido-peroxides to provide the corresponding tert-butyl esters has been disclosed. Finally, an asymmetric kinetic resolution of such alpha-azido-peroxides has also been developed to provide chiral a-azido-peroxides in excellent enantiopurity.