(3S)-1-[(1S)-sec-butoxy]-2,2,4-trimethylpentan-3-ol | 1221590-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S)-1-[(1S)-sec-butoxy]-2,2,4-trimethylpentan-3-ol
• 英文别名: (3S)-1-[(2S)-butan-2-yl]oxy-2,2,4-trimethylpentan-3-ol
• CAS: 1221590-19-7
• 化学式: C₁₂H₂₆O₂
• 分子量: 202.337
• InChiKey: PKPYUHLBTINNEN-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S)-1-[(1S)-sec-butoxy]-2,2,4-trimethylpentan-3-ol 、 (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：

  Asymmetric Acid-Catalyzed Meerwein−Ponndorf−Verley−Aldol Reactions of Enolizable Aldehydes

  摘要：

  A highly, stereo- and regioselective Meerwein - Ponndorf - Verley - Aldol etherification process of enolizable aldehydes is described. This new transformation is catalyzed by trifluoroacetic acid. The method also allows cross-aldol reactions with alpha-branched enolizable aldehydes and thus provides access to defined configured quaternary stereogenic centers.

  DOI：

  10.1021/ol100093u
• 作为产物：
  描述：

  (S)-(+)-2-丁醇 、 异丁醛 在 lithium perchlorate 、 三氟乙酸 作用下， 反应 2.0h， 生成 (3R)-1-[(1S)-sec-butoxy]-2,2,4-trimethylpentan-3-ol 、 (3S)-1-[(1S)-sec-butoxy]-2,2,4-trimethylpentan-3-ol
  参考文献：
  名称：

  Asymmetric Acid-Catalyzed Meerwein−Ponndorf−Verley−Aldol Reactions of Enolizable Aldehydes

  摘要：

  A highly, stereo- and regioselective Meerwein - Ponndorf - Verley - Aldol etherification process of enolizable aldehydes is described. This new transformation is catalyzed by trifluoroacetic acid. The method also allows cross-aldol reactions with alpha-branched enolizable aldehydes and thus provides access to defined configured quaternary stereogenic centers.

  DOI：

  10.1021/ol100093u

文献信息

• Asymmetric Acid-Catalyzed Meerwein−Ponndorf−Verley−Aldol Reactions of Enolizable Aldehydes
  作者：Andrea Seifert、Ulf Scheffler、Morris Markert、Rainer Mahrwald

  DOI：10.1021/ol100093u

  日期：2010.4.16

  A highly, stereo- and regioselective Meerwein - Ponndorf - Verley - Aldol etherification process of enolizable aldehydes is described. This new transformation is catalyzed by trifluoroacetic acid. The method also allows cross-aldol reactions with alpha-branched enolizable aldehydes and thus provides access to defined configured quaternary stereogenic centers.