(3R,4S)-4-((S)-hydroxy(phenyl)methyl)-2-methylhexan-3-yl isobutyrate | 1153605-45-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,4S)-4-((S)-hydroxy(phenyl)methyl)-2-methylhexan-3-yl isobutyrate
• CAS: 1153605-45-8
• 化学式: C₁₈H₂₈O₃
• 分子量: 292.419
• InChiKey: RPOOZHPTKGDRGC-GVDBMIGSSA-N

物化性质

• 沸点：
  376.3±30.0 °C(predicted)
• 密度：
  1.006±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  (3R,4S)-4-((S)-hydroxy(phenyl)methyl)-2-methylhexan-3-yl isobutyrate 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成
  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-2-ethyl-3-hydroxy-4-methyl-1-phenylpentan-1-one 在 titanium(IV) tetrabutoxide 、 R-BINOL 、 辛可宁 作用下， 以 二氯甲烷 为溶剂， 生成 (3R,4S)-4-((S)-hydroxy(phenyl)methyl)-2-methylhexan-3-yl isobutyrate 、 rac-(3R,4S)-4((S)-hydroxy(phenyl)methyl)-2-methylhexan-3-yl isobutyrate
  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