3-(13-Oxo-oxacyclotridec-2-yl)propyl formate | 441049-21-4

• 英文名称: 3-(13-Oxo-oxacyclotridec-2-yl)propyl formate
• CAS: 441049-21-4
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: JKEKMOFRHISFSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 3-(13-Oxo-oxacyclotridec-2-yl)propyl formate 在 硫酸 作用下， 反应 0.67h， 生成 12-(3-acetoxypropyl)dodecano-12-lactone
  参考文献：
  名称：

  摘要：

  A new method for the synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides was developed. The method is based on the H2SO4-catalyzed reactions of oxabicycloalkenes, obtained from 2-(3-acetoxypropyl)cycloalkanes, with H2O2 and formic or acetic acid. The method includes the subsequent transformations of oxabicycloalkenes; into bicyclic hydroperoxides, peroxy ethers, and, at the final stage, into target lactones formed in 56-71% yields. These transformations are carried as a one-pot reaction.

  DOI：

  10.1023/a:1021336031371
• 作为产物：
  描述：

  16-氧杂双环[10.4.0]十六碳-17-烯 在 甲酸 、 硫酸 、 双氧水 作用下， 反应 2.17h， 生成 3-(13-Oxo-oxacyclotridec-2-yl)propyl formate
  参考文献：
  名称：

  摘要：

  A new method for the synthesis of n-(3-acyloxypropyl)-substituted six- to thirteen-membered alkan-n-olides was developed. The method is based on the H2SO4-catalyzed reactions of oxabicycloalkenes, obtained from 2-(3-acetoxypropyl)cycloalkanes, with H2O2 and formic or acetic acid. The method includes the subsequent transformations of oxabicycloalkenes; into bicyclic hydroperoxides, peroxy ethers, and, at the final stage, into target lactones formed in 56-71% yields. These transformations are carried as a one-pot reaction.

  DOI：

  10.1023/a:1021336031371