[(3R,4R,5R)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate | 1153604-51-3

• 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: [(3R,4R,5R)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate
• CAS: 1153604-51-3
• 化学式: C₁₈H₂₈O₃
• 分子量: 292.419
• InChiKey: CKDCPRUBYPSOQQ-DJIMGWMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(3R,4R,5R)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (3R,4R,5R)-4-methyl-1-phenylheptane-3,5-diol
  参考文献：
  名称：

  Toward Asymmetric Aldol-Tishchenko Reactions with Enolizable Aldehydes: Access to Defined Configured Stereotriads, Tetrads, and Stereopentads

  摘要：

  Asymmetric aldol-Tishchenko, reactions of enolizable aldehydes and ketones in the presence of chiral BINOLTi(OtBU)(2)/Cinchona alkaloids complexes are described. Different configurative outcomes of these reactions depend on an equilibration through a retro aldol/aldol sequence and can be influenced by the configurative architecture of substrates. The results are explained by means of transition state models and rate constants. These considerations offer a fine-tuning of diastereoselectivity in aldol-Tishchenko reactions. Extensions of this research give access to defined configured stereotriads, stereotetrads, and stereopentads.

  DOI：

  10.1021/jo9003635
• 作为产物：
  描述：

  异丁醛 、 syn-5-hydroxy-4-methyl-7-phenylheptan-3-one 在 titanium(IV) tetrabutoxide 、 (S)-(-)-1,1'-Bi-2-naphthol 、 辛可尼丁 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 [(3R,4S,5R)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate 、 [(3R,4R,5R)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate 、 [(3S,4S,5S)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate 、 [(3S,4R,5S)-5-hydroxy-4-methyl-1-phenylheptan-3-yl] 2-methylpropanoate
  参考文献：
  名称：

  Toward Asymmetric Aldol-Tishchenko Reactions with Enolizable Aldehydes: Access to Defined Configured Stereotriads, Tetrads, and Stereopentads

  摘要：

  Asymmetric aldol-Tishchenko, reactions of enolizable aldehydes and ketones in the presence of chiral BINOLTi(OtBU)(2)/Cinchona alkaloids complexes are described. Different configurative outcomes of these reactions depend on an equilibration through a retro aldol/aldol sequence and can be influenced by the configurative architecture of substrates. The results are explained by means of transition state models and rate constants. These considerations offer a fine-tuning of diastereoselectivity in aldol-Tishchenko reactions. Extensions of this research give access to defined configured stereotriads, stereotetrads, and stereopentads.

  DOI：

  10.1021/jo9003635