3-methyl-2-(4-pyridinyl)-2-butanol | 37486-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-methyl-2-(4-pyridinyl)-2-butanol
• 英文别名: 3-Methyl-2-pyridin-4-ylbutan-2-ol
• CAS: 37486-32-1
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: MFRSKZVSVMETKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1,12-二溴十二烷 、 3-methyl-2-(4-pyridinyl)-2-butanol 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Kinetics of the Self-Assembly of α-Cyclodextrin [2]Pseudorotaxanes with 1,12-Bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane Dications in Aqueous Solution

  摘要：

  The kinetics and thermodynamics of the self-assembly of a series of [2]pseudorotaxanes comprised of alpha-cyclodextrin (alpha-CD) and racemic 1,12-bis(4-(alpha-alkyl-alpha-methylmethanol)pyridinium)dodecane dications (L(CH2)(12)L2+) in aqueous;solutions have been investigated using H-1 NMR spectroscopy. The mechanism of assembly involves inclusion of the alpha-methyl-alpha-alkylmethanol substituent groups (-C(CH3)(OH)R, where R = Me, Et, Pr, Bu, allyl, and 4-butenyl) by alpha-CD, followed by a rate-determining passage of the cyclodextrin over the pyridinium group onto the dodecamethylene chain. Dicationic threads containing end groups with R = Ph or i-Pr or where L = 4-(alpha,alpha-diethylmethanol)pyridinium did not form alpha-cyclodextrin pseudorotaxanes, even after prolonged heating. The trends in the rate and activation parameters may be related to the size, shape, and hydrophobicity of the alkyl substituents and are compared with several other systems from the literature. An increase in the length and hydrophobicity of the alkyl group increases the strength of end group inclusion and decreases the rate of threading. In addition, the presence of unsaturation in the alkyl substituent (allyl vs propyl and 4-butenyl vs butyl) results in an increase in the threading rate constant.

  DOI：

  10.1021/jo9808775
• 作为产物：
  描述：

  4-乙酰吡啶 、 异丙基溴化镁 以 乙醚 为溶剂， 反应 1.0h， 生成 3-methyl-2-(4-pyridinyl)-2-butanol
  参考文献：
  名称：

  Kinetics of the Self-Assembly of α-Cyclodextrin [2]Pseudorotaxanes with 1,12-Bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane Dications in Aqueous Solution

  摘要：

  The kinetics and thermodynamics of the self-assembly of a series of [2]pseudorotaxanes comprised of alpha-cyclodextrin (alpha-CD) and racemic 1,12-bis(4-(alpha-alkyl-alpha-methylmethanol)pyridinium)dodecane dications (L(CH2)(12)L2+) in aqueous;solutions have been investigated using H-1 NMR spectroscopy. The mechanism of assembly involves inclusion of the alpha-methyl-alpha-alkylmethanol substituent groups (-C(CH3)(OH)R, where R = Me, Et, Pr, Bu, allyl, and 4-butenyl) by alpha-CD, followed by a rate-determining passage of the cyclodextrin over the pyridinium group onto the dodecamethylene chain. Dicationic threads containing end groups with R = Ph or i-Pr or where L = 4-(alpha,alpha-diethylmethanol)pyridinium did not form alpha-cyclodextrin pseudorotaxanes, even after prolonged heating. The trends in the rate and activation parameters may be related to the size, shape, and hydrophobicity of the alkyl substituents and are compared with several other systems from the literature. An increase in the length and hydrophobicity of the alkyl group increases the strength of end group inclusion and decreases the rate of threading. In addition, the presence of unsaturation in the alkyl substituent (allyl vs propyl and 4-butenyl vs butyl) results in an increase in the threading rate constant.

  DOI：

  10.1021/jo9808775

文献信息

• Highly Efficient Alkylation to Ketones and Aldimines with Grignard Reagents Catalyzed by Zinc(II) Chloride
  作者：Manabu Hatano、Shinji Suzuki、Kazuaki Ishihara

  DOI：10.1021/ja0628405

  日期：2006.8.1

  efficient alkylation to ketones and aldimines with Grignard reagents in the presence of catalytic trialkylzinc(II) ate complexes derived from ZnCl2 (10 mol %) in situ was developed. This simple Zn(II)-catalyzed alkylation could minimize the well-known but serious problems with the use of only Grignard reagents, which leads to reduction and aldol side products, and the yield of desired alkylation products

  在由 ZnCl2 (10 mol%) 衍生的催化三烷基锌 (II) 酸酯配合物的存在下，使用格氏试剂高效地烷基化为酮和醛亚胺。这种简单的 Zn(II) 催化烷基化可以最大限度地减少仅使用格氏试剂而导致还原和羟醛副产物的众所周知但严重的问题，并且可以提高所需烷基化产物的产率。
• TETRACYCLIC INHIBITORS OF JANUS KINASES
  申请人：Rodgers James D.

  公开号：US20090215766A1

  公开（公告）日：2009-08-27

  The present invention provides compounds that modulate the activity of Janus kinases and are useful in the treatment of diseases related to activity of Janus kinases including, for example, immune-related diseases and cancer.

  本发明提供了一种可以调节Janus激酶活性的化合物，这些化合物可用于治疗与Janus激酶活性相关的疾病，例如免疫相关疾病和癌症。
• Kinetics of the Self-Assembly of α-Cyclodextrin [2]Pseudorotaxanes with 1,12-Bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane Dications in Aqueous Solution
  作者：A. Catherine Smith、Donal H. Macartney

  DOI：10.1021/jo9808775

  日期：1998.12.1

  The kinetics and thermodynamics of the self-assembly of a series of [2]pseudorotaxanes comprised of alpha-cyclodextrin (alpha-CD) and racemic 1,12-bis(4-(alpha-alkyl-alpha-methylmethanol)pyridinium)dodecane dications (L(CH2)(12)L2+) in aqueous;solutions have been investigated using H-1 NMR spectroscopy. The mechanism of assembly involves inclusion of the alpha-methyl-alpha-alkylmethanol substituent groups (-C(CH3)(OH)R, where R = Me, Et, Pr, Bu, allyl, and 4-butenyl) by alpha-CD, followed by a rate-determining passage of the cyclodextrin over the pyridinium group onto the dodecamethylene chain. Dicationic threads containing end groups with R = Ph or i-Pr or where L = 4-(alpha,alpha-diethylmethanol)pyridinium did not form alpha-cyclodextrin pseudorotaxanes, even after prolonged heating. The trends in the rate and activation parameters may be related to the size, shape, and hydrophobicity of the alkyl substituents and are compared with several other systems from the literature. An increase in the length and hydrophobicity of the alkyl group increases the strength of end group inclusion and decreases the rate of threading. In addition, the presence of unsaturation in the alkyl substituent (allyl vs propyl and 4-butenyl vs butyl) results in an increase in the threading rate constant.