2-Methyl-2-(2-methyl-adamantan-2-yloxy)-benzo[1,3]dioxin-4-one | 132362-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-Methyl-2-(2-methyl-adamantan-2-yloxy)-benzo[1,3]dioxin-4-one
• CAS: 132362-30-2
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: YDRLUZKHGJCVHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-甲基-2-金刚烷醇 、 邻乙酰水杨酰氯 在 三乙胺 作用下， 反应 2.0h， 生成 2-Methyl-2-(2-methyl-adamantan-2-yloxy)-benzo[1,3]dioxin-4-one 、 2-Acetoxy-benzoic acid 2-methyl-adamantan-2-yl ester
  参考文献：
  名称：

  Aspirin Prodrugs: Synthesis of 2-Substituted 2-Methyl-4H-1,3-benzodioxin-4-ones and their Screening for Prodrug Potential.

  摘要：

  A series of new 2-substituted 2-methyl-4H-1,3-benzodioxin-4-ones 1 have been synthesized and fully characterized. This study involves fifteen compounds of which fourteen are orthoesters, containing tertiary aliphatic alkoxy groups. One compound contains a tert-butylperoxy group and one a 3-beta-cholesteryloxy group in the 2-position. The hydrolysis of these compounds 1 was followed in enzymatic and non-enzymatic media to clarify whether they are true prodrugs of aspirin. Two compounds 1 were additionally tested in vivo as potential topical keratolytics.

  DOI：

  10.3891/acta.chem.scand.44-0952