(3S)-1-[((-)-menthyl)oxy]-2,2,4-trimethylpentan-3-ol | 1221590-21-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3S)-1-[((-)-menthyl)oxy]-2,2,4-trimethylpentan-3-ol
• 英文别名: (3S)-2,2,4-trimethyl-1-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxypentan-3-ol
• CAS: 1221590-21-1
• 化学式: C₁₈H₃₆O₂
• 分子量: 284.483
• InChiKey: OWKRBSZVUAHDAL-TWMKSMIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• 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-[((-)-menthyl)oxy]-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 (S)-1-(((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)-2,2,4-trimethylpentan-3-yl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  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：

  L-薄荷醇 、 异丁醛 在 lithium perchlorate 、 三氟乙酸 作用下， 反应 2.0h， 生成 、 (3S)-1-[((-)-menthyl)oxy]-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.