2-(4-methoxyphenyl)-6-phenyltetrahydro-2H-pyran-4-carbaldehyde

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-6-phenyltetrahydro-2H-pyran-4-carbaldehyde
• 英文别名: (2S,4R,6R)-2-(4-methoxyphenyl)-6-phenyloxane-4-carbaldehyde
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: BDBAAPDZBGXPDZ-ZMYBRWDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛二甲缩醛 、 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以77.778%的产率得到
  参考文献：
  名称：

  Diastereoselective Synthesis of 2,6-Disubstituted 4-(Dimethoxymethyl)tetra­hydropyrans Using TMSOTf-Promoted Prins-Pinacol Cyclization

  摘要：

  We have described a highly diastereoselective synthesis of 2,6-disubstituted 4-(dimethoxymethyl)tetrahydropyrans via TMSOTf-promoted Prins-pinacol reaction of methylene diol with acetals. This reaction provides an efficient procedure to synthesize functionalized tetrahydropyrans containing an acetal group at the C4 position with all-cis 2,4,6 relative configuration.

  DOI：

  10.1055/s-0033-1339709

文献信息

• Diastereoselective Synthesis of 2,6-Disubstituted 4-(Dimethoxymethyl)tetra­hydropyrans Using TMSOTf-Promoted Prins-Pinacol Cyclization
  作者：Yong Cho、Sun-Joon Min、Young Kim、Jae Lee、Ae Pae

  DOI：10.1055/s-0033-1339709

  日期：——

  We have described a highly diastereoselective synthesis of 2,6-disubstituted 4-(dimethoxymethyl)tetrahydropyrans via TMSOTf-promoted Prins-pinacol reaction of methylene diol with acetals. This reaction provides an efficient procedure to synthesize functionalized tetrahydropyrans containing an acetal group at the C4 position with all-cis 2,4,6 relative configuration.