Methyl 2-(methoxymethoxy)-5-(oxan-2-yloxy)benzoate | 179749-30-5

• 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: Methyl 2-(methoxymethoxy)-5-(oxan-2-yloxy)benzoate
• CAS: 179749-30-5
• 化学式: C₁₅H₂₀O₆
• 分子量: 296.32
• InChiKey: BZXANEDGXFSCJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-(methoxymethoxy)-5-(oxan-2-yloxy)benzoate 在 lithium aluminium tetrahydride 、 4-甲基苯磺酸吡啶 、 potassium carbonate 作用下， 以 甲醇 、 乙醚 、 丙酮 为溶剂， 反应 3.0h， 生成 (5-methoxy-2-(methoxymethoxy)phenyl)-methan-1-ol
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Riccardiphenols A and B, Isolated from the Liverwort Riccardia crassa

  摘要：

  The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.

  DOI：

  10.1021/jo952253u
• 作为产物：
  描述：

  2,5-二羟基苯甲酸甲酯 在 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 Methyl 2-(methoxymethoxy)-5-(oxan-2-yloxy)benzoate
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Riccardiphenols A and B, Isolated from the Liverwort Riccardia crassa

  摘要：

  The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.

  DOI：

  10.1021/jo952253u