benzhydryl 2-azido-2-methyl-3-oxopentanoate | 1519062-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzhydryl 2-azido-2-methyl-3-oxopentanoate
• 英文别名: Benzhydryl 2-azido-2-methyl-3-oxopentanoate
• CAS: 1519062-63-5
• 化学式: C₁₉H₁₉N₃O₃
• 分子量: 337.378
• InChiKey: SYCMAHJGRQCRDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diphenylmethyl 2-methyl-3-oxopentanoate 在 碘苯二乙酸 、 叠氮化四丁基铵 作用下， 以 水 、 乙腈 为溶剂， 反应 0.08h， 以83%的产率得到benzhydryl 2-azido-2-methyl-3-oxopentanoate
  参考文献：
  名称：

  Unified Strategy for Iodine(III)-Mediated Halogenation and Azidation of 1,3-Dicarbonyl Compounds

  摘要：

  A mild and rapid (diacetoxyiodo)benzene-mediated formal electrophilic alpha-azidation of 1,3-dicarbonyl compounds using commercially available Bu4NN3 as the azide source is reported. The reaction conditions employed are based on optimization studies conducted on the analogous halogenations with Et4NX (X = Cl, Br, 1).

  DOI：

  10.1021/ol403504z

文献信息

• Unified Strategy for Iodine(III)-Mediated Halogenation and Azidation of 1,3-Dicarbonyl Compounds
  作者：Marc J. Galligan、Ramulu Akula、Hasim Ibrahim

  DOI：10.1021/ol403504z

  日期：2014.1.17

  A mild and rapid (diacetoxyiodo)benzene-mediated formal electrophilic alpha-azidation of 1,3-dicarbonyl compounds using commercially available Bu4NN3 as the azide source is reported. The reaction conditions employed are based on optimization studies conducted on the analogous halogenations with Et4NX (X = Cl, Br, 1).