(+)-(R)-[(1'S,2'S,5'R)-2'-isopropyl-5'-methylcyclohexyl](2''-pyridyl)methanol | 180978-33-0

• 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: (+)-(R)-[(1'S,2'S,5'R)-2'-isopropyl-5'-methylcyclohexyl](2''-pyridyl)methanol
• 英文别名: (R)-[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-pyridin-2-ylmethanol
• CAS: 180978-33-0
• 化学式: C₁₆H₂₅NO
• 分子量: 247.381
• InChiKey: JLNQDXUUYNTREV-ORIJERBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-(R)-[(1'S,2'S,5'R)-2'-isopropyl-5'-methylcyclohexyl](2''-pyridyl)methanol 在 三乙胺 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 反应 168.0h， 以48%的产率得到2-[(R)-[bis[(R)-[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-pyridin-2-ylmethoxy]-oxidophosphaniumyl]oxy-[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]methyl]pyridine
  参考文献：
  名称：

  Novel 2-(hydroxyalkyl)pyridines derived from the chiral pool

  摘要：

  Two diastereomeric 2-(1-hydroxyalkyl)pyridines were conveniently prepared starting from (-)-menthol. The pyridylalcohols were subsequently allowed to react with phosphorus oxychloride to yield, in one step, C-3-symmetric tripodal tripyridine ligands. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00237-6
• 作为产物：
  描述：

  (1S,2S,5R)-新薄荷基丁酯 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 (+)-(R)-[(1'S,2'S,5'R)-2'-isopropyl-5'-methylcyclohexyl](2''-pyridyl)methanol
  参考文献：
  名称：

  来自手性吡啶醇的吡啶基亚膦酸酯和吡啶基亚磷酸酯——模块化方法

  摘要：

  手性芳基化吡啶醇、吡啶基亚膦酸酯和吡啶基亚磷酸酯是通过 Suzuki 芳基化和/或 O-官能化与氯二芳基膦或氯二芳基亚磷酸酯 o 制备的。

  DOI：

  10.1002/ejoc.200300368

文献信息

• Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol
  作者：Desmond Cunningham、Eva T. Gallagher、David H. Grayson、Patrick J. McArdle、Christina B. Storey、Deborah J. Wilcock

  DOI：10.1039/b205872n

  日期：——

  Reaction of menthylmagnesium chloride with pyridine-2-carbaldehyde gives a mixture of four isomeric chiral menthyl- and neomenthyl-substituted pyridylcarbinols which were fully characterised by a combination of spectroscopic and X-ray crystallographic methods. All of these alcohols catalyse the addition of diethylzinc to benzaldehyde, but with disappointing enantioselectivities.

  薄荷基氯化镁与吡啶-2-甲醛反应，得到四种异构手性薄荷基和新薄荷基取代的吡啶基甲醇的混合物，并通过光谱和 X 射线晶体学方法的组合对其进行了充分表征。所有这些醇都催化二乙基锌与苯甲醛的加成，但对映选择性令人失望。
• Novel 2-(hydroxyalkyl)pyridines derived from the chiral pool
  作者：Hans Adolfsson、Kerstin Nordström、Kenneth Wärnmark、Christina Moberg

  DOI：10.1016/0957-4166(96)00237-6

  日期：1996.7

  Two diastereomeric 2-(1-hydroxyalkyl)pyridines were conveniently prepared starting from (-)-menthol. The pyridylalcohols were subsequently allowed to react with phosphorus oxychloride to yield, in one step, C-3-symmetric tripodal tripyridine ligands. Copyright (C) 1996 Elsevier Science Ltd
• Pyridyl Phosphinites and Pyridyl Phosphites from Chiral Pyridyl Alcohols— A Modular Approach
  作者：Fredrik Rahm、Andreas Fischer、Christina Moberg

  DOI：10.1002/ejoc.200300368

  日期：2003.11

  Chiral arylated pyridyl alcohols, pyridyl phosphinites and pyridyl phosphites were prepared by Suzuki arylation and/or O-functionalization with a chlorodiarylphosphane or a chloro-diarylphosphite o ...

  手性芳基化吡啶醇、吡啶基亚膦酸酯和吡啶基亚磷酸酯是通过 Suzuki 芳基化和/或 O-官能化与氯二芳基膦或氯二芳基亚磷酸酯 o 制备的。