(1S,2S,3R)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate | 1153604-97-7

• 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: (1S,2S,3R)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate
• CAS: 1153604-97-7
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: LPBBGKTXVCYDKQ-IMJJTQAJSA-N

物化性质

• 沸点：
  361.3±30.0 °C(predicted)
• 密度：
  1.015±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  异丁醛 、 [2R,3S]-(+)-3-hydroxy-2,4-dimethyl-1-phenyl-1-pentanone 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 (1R,2R,3S)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate 、 (1R,2S,3S)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate 、 rac-(1R,2S,3S)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate 、 (1S,2S,3R)-1-isopropyl-3-hydroxy-2-methyl-3-phenylpropyl isopropylcarboxylate
  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