6-chloro-2-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester | 872411-15-9

• 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: 6-chloro-2-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 6-chloro-4-methoxy-2-(2-methylpropyl)-2H-pyridine-1-carboxylate
• CAS: 872411-15-9
• 化学式: C₁₅H₂₄ClNO₃
• 分子量: 301.813
• InChiKey: ADSWIMHSDQZEEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-2-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester 在 正丁基锂 、 六氯乙烷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以88%的产率得到tert-butyl 5,6-dichloro-2-isobutyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate
  参考文献：
  名称：

  Tandem Directed Lithiations of N-Boc-1,2-dihydropyridines toward Highly Functionalized 2,3-Dihydro-4-pyridones

  摘要：

  Sequential tandem directed lithiations of an N-Boc-4-methoxy-1,2-dihydropyridine have been achieved, leading to C-5,C-6 disubstituted dihydropyridones on acidic workup. The chlorine atom of the dihydropyridone products can in turn be substituted giving rise to diverse substituents at C-6.

  DOI：

  10.1021/ol052313a
• 作为产物：
  描述：

  4-甲氧基吡啶 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 6-chloro-2-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Tandem Directed Lithiations of N-Boc-1,2-dihydropyridines toward Highly Functionalized 2,3-Dihydro-4-pyridones

  摘要：

  Sequential tandem directed lithiations of an N-Boc-4-methoxy-1,2-dihydropyridine have been achieved, leading to C-5,C-6 disubstituted dihydropyridones on acidic workup. The chlorine atom of the dihydropyridone products can in turn be substituted giving rise to diverse substituents at C-6.

  DOI：

  10.1021/ol052313a

文献信息

• Tandem Directed Lithiations of <i>N</i>-Boc-1,2-dihydropyridines toward Highly Functionalized 2,3-Dihydro-4-pyridones
  作者：Damian W. Young、Daniel L. Comins

  DOI：10.1021/ol052313a

  日期：2005.12.1

  Sequential tandem directed lithiations of an N-Boc-4-methoxy-1,2-dihydropyridine have been achieved, leading to C-5,C-6 disubstituted dihydropyridones on acidic workup. The chlorine atom of the dihydropyridone products can in turn be substituted giving rise to diverse substituents at C-6.