(1R*,3R*)-1,3-diethoxy-1,3-diphenylpropane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1R*,3R*)-1,3-diethoxy-1,3-diphenylpropane
• 英文别名: [(1R,3R)-1,3-diethoxy-3-phenylpropyl]benzene
• 化学式: C₁₉H₂₄O₂
• 分子量: 284.398
• InChiKey: FTTCIACJXFWONW-RTBURBONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲醛二乙缩醛 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 56.0h， 生成 (1R*,3R*)-1,3-diethoxy-1,3-diphenylpropane
  参考文献：
  名称：

  Additions of 1-(.alpha.-alkoxybenzyl)benzotriazoles to enol ethers. New routes to 1,3-diethers

  摘要：

  1-(alpha-Alkoxybenzyl)benzotriazoles undergo reversible ionization in solution to a benzotriazolyl anion (Bt-) and carboxonium cations PhCH:O+R. These cations can attack the beta-carbon atom of enol ethers to give cation adducts which add the Bt- to form new alpha-(benzotriazol-1-yl)alkyl ethers in which the carbon chains are extended by an alpha-ethoxybenzyl group. Reactions of these adducts with Grignard reagents produce the corresponding 1,3-diethers in high yield. Reduction of the adducts with lithium aluminum hydride gives the corresponding diethers via substitution of the benzotriazolyl moiety with a hydrogen atom or 1-(3-alkoxyalkyl)benzotriazoles via substitution of the alpha-alkoxy group, depending on the reaction conditions and the nature of the adduct.

  DOI：

  10.1021/jo00044a030

文献信息

• Additions of 1-(.alpha.-alkoxybenzyl)benzotriazoles to enol ethers. New routes to 1,3-diethers
  作者：Alan R. Katritzky、Stanislaw Rachwal、Bogumila Rachwal、Peter J. Steel

  DOI：10.1021/jo00044a030

  日期：1992.8

  1-(alpha-Alkoxybenzyl)benzotriazoles undergo reversible ionization in solution to a benzotriazolyl anion (Bt-) and carboxonium cations PhCH:O+R. These cations can attack the beta-carbon atom of enol ethers to give cation adducts which add the Bt- to form new alpha-(benzotriazol-1-yl)alkyl ethers in which the carbon chains are extended by an alpha-ethoxybenzyl group. Reactions of these adducts with Grignard reagents produce the corresponding 1,3-diethers in high yield. Reduction of the adducts with lithium aluminum hydride gives the corresponding diethers via substitution of the benzotriazolyl moiety with a hydrogen atom or 1-(3-alkoxyalkyl)benzotriazoles via substitution of the alpha-alkoxy group, depending on the reaction conditions and the nature of the adduct.