2,2,4-Trimethyl-6-phenyl-[1,3]dioxane | 406681-12-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,4-Trimethyl-6-phenyl-[1,3]dioxane
• 英文别名: 2,2,4-trimethyl-6-phenyl-1,3-dioxane
• CAS: 406681-12-7
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: QKOMYYYYFTZZTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,2,4-Trimethyl-6-phenyl-[1,3]dioxane 在 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 生成 (+/-)-1-phenylbutane-1,3-diol 、 1-苯基丁烷-1,3-二醇 、 (4R,6R)-2,2,4-Trimethyl-6-phenyl-[1,3]dioxane
  参考文献：
  名称：

  Diastereomer-Differentiating Hydrolysis of 1,3-Diol-Acetonides:  A Simplified Procedure for the Separation of syn- and anti-1,3-Diols

  摘要：

  [GRAPHICS]A new method to facilitate the separation of diastereomeric syn- and anti-1,3-diols is described. The method relies on the different hydrolysis rates of the corresponding diastereomeric acetonides. Treatment of a dichloromethane solution of syn- and anti-1,3-diol-acetonide with a catalytic amount of diluted aqueous hydrochloric acid leads to the selective cleavage of the anti diastereomer. The resulting anti-1,3-diol can be easily separated from the unchanged syn-1,3-diol-acetonide.

  DOI：

  10.1021/ol017223u
• 作为产物：
  描述：

  1-苯基-1,3-丁二酮 在 sodium tetrahydroborate 作用下， 生成 2,2,4-Trimethyl-6-phenyl-[1,3]dioxane
  参考文献：
  名称：

  Diastereomer-Differentiating Hydrolysis of 1,3-Diol-Acetonides:  A Simplified Procedure for the Separation of syn- and anti-1,3-Diols

  摘要：

  [GRAPHICS]A new method to facilitate the separation of diastereomeric syn- and anti-1,3-diols is described. The method relies on the different hydrolysis rates of the corresponding diastereomeric acetonides. Treatment of a dichloromethane solution of syn- and anti-1,3-diol-acetonide with a catalytic amount of diluted aqueous hydrochloric acid leads to the selective cleavage of the anti diastereomer. The resulting anti-1,3-diol can be easily separated from the unchanged syn-1,3-diol-acetonide.

  DOI：

  10.1021/ol017223u