2-(Benzotriazol-1-yl)-4-ethoxy-2-phenoxy-1,1,4-triphenylbutan-1-ol | 202396-18-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-(Benzotriazol-1-yl)-4-ethoxy-2-phenoxy-1,1,4-triphenylbutan-1-ol
• CAS: 202396-18-7
• 化学式: C₃₆H₃₃N₃O₃
• 分子量: 555.676
• InChiKey: NHYJCGIZZIJUKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(Benzotriazol-1-yl)-4-ethoxy-2-phenoxy-1,1,4-triphenylbutan-1-ol 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 以89%的产率得到1,1,4-triphenyl-1-hydroxy-4-ethoxy-2-butanone
  参考文献：
  名称：

  Synthesis of β-Alkoxy Ketones and α‘-Functionalized β-Alkoxy Ketones Utilizing Benzotriazole-Stabilized Acyl Anion Synthons

  摘要：

  1-(alpha-Alkoxyalkyl)benzotriazoles 1a-d add to phenyl vinyl ether to form key intermediates 4a-d, which readily undergo lithiation and subsequent trapping by a variety of electrophiles to give the expected substituted derivatives 7a-d, 9a-c, 11, 13, 15, and 18 in high yields. Subsequent hydrolysis of these compounds provides a novel high-yield acyl anion synthon approach for the synthesis of beta-alkoxy ketones 8 or alpha'-functionalized beta-alkoxy ketones 10, 12, 14, 16, and 19 by short procedures from readily available starting materials.

  DOI：

  10.1021/jo971630v
• 作为产物：
  描述：

  1-(Ethoxy-phenyl-methyl)-1H-benzotriazole 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2-(Benzotriazol-1-yl)-4-ethoxy-2-phenoxy-1,1,4-triphenylbutan-1-ol
  参考文献：
  名称：

  Synthesis of β-Alkoxy Ketones and α‘-Functionalized β-Alkoxy Ketones Utilizing Benzotriazole-Stabilized Acyl Anion Synthons

  摘要：

  1-(alpha-Alkoxyalkyl)benzotriazoles 1a-d add to phenyl vinyl ether to form key intermediates 4a-d, which readily undergo lithiation and subsequent trapping by a variety of electrophiles to give the expected substituted derivatives 7a-d, 9a-c, 11, 13, 15, and 18 in high yields. Subsequent hydrolysis of these compounds provides a novel high-yield acyl anion synthon approach for the synthesis of beta-alkoxy ketones 8 or alpha'-functionalized beta-alkoxy ketones 10, 12, 14, 16, and 19 by short procedures from readily available starting materials.

  DOI：

  10.1021/jo971630v

文献信息

• Synthesis of β-Alkoxy Ketones and α‘-Functionalized β-Alkoxy Ketones Utilizing Benzotriazole-Stabilized Acyl Anion Synthons
  作者：Alan R. Katritzky、Daming Feng、Ming Qi

  DOI：10.1021/jo971630v

  日期：1998.3.1

  1-(alpha-Alkoxyalkyl)benzotriazoles 1a-d add to phenyl vinyl ether to form key intermediates 4a-d, which readily undergo lithiation and subsequent trapping by a variety of electrophiles to give the expected substituted derivatives 7a-d, 9a-c, 11, 13, 15, and 18 in high yields. Subsequent hydrolysis of these compounds provides a novel high-yield acyl anion synthon approach for the synthesis of beta-alkoxy ketones 8 or alpha'-functionalized beta-alkoxy ketones 10, 12, 14, 16, and 19 by short procedures from readily available starting materials.