4-acetoxy-1,1-diphenylbut-2-yn-1-ol | 15807-05-3

• 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: 4-acetoxy-1,1-diphenylbut-2-yn-1-ol
• 英文别名: 4-Hydroxy-1-acetoxy-4,4-diphenylbut-2-in
• CAS: 15807-05-3
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: OJQKTWNXJAMDJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-acetoxy-1,1-diphenylbut-2-yn-1-ol 、 苄基叠氮 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以22%的产率得到(5-acetoxymethyl-1-benzyl-1H-1,2,3-triazol-4-yl)diphenylmethanol
  参考文献：
  名称：

  Regioselective Rapid Synthesis of Fully Substituted 1,2,3-Triazoles Mediated by Propargyl Cations

  摘要：

  Regioselective rapid triazole syntheses at low temperature are described. Organic azides and propargyl cations generated by acids gave fully substituted 1H-1,2,3-triazoles. Most reactions could be performed in 5 min at not only rt but also -90 degrees C. Both terminal and internal alkynes were acceptable, and the sterically bulky substituents could afford the products smoothly. Various types of three-component coupling reactions were demonstrated, and the presence of allenylaminodiazonium intermediates was indicated.

  DOI：

  10.1021/ol402387w
• 作为产物：
  描述：

  二苯甲酮 在 吡啶 、 乙基溴化镁 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 8.33h， 生成 4-acetoxy-1,1-diphenylbut-2-yn-1-ol
  参考文献：
  名称：

  Regioselective Rapid Synthesis of Fully Substituted 1,2,3-Triazoles Mediated by Propargyl Cations

  摘要：

  Regioselective rapid triazole syntheses at low temperature are described. Organic azides and propargyl cations generated by acids gave fully substituted 1H-1,2,3-triazoles. Most reactions could be performed in 5 min at not only rt but also -90 degrees C. Both terminal and internal alkynes were acceptable, and the sterically bulky substituents could afford the products smoothly. Various types of three-component coupling reactions were demonstrated, and the presence of allenylaminodiazonium intermediates was indicated.

  DOI：

  10.1021/ol402387w