2-chloro-6-isobutyl-4-oxo-5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester | 872411-09-1

• 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: 2-chloro-6-isobutyl-4-oxo-5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
• 英文别名: 1-O-tert-butyl 5-O-methyl 6-chloro-2-(2-methylpropyl)-4-oxo-2,3-dihydropyridine-1,5-dicarboxylate
• CAS: 872411-09-1
• 化学式: C₁₆H₂₄ClNO₅
• 分子量: 345.823
• InChiKey: UOLJMMKDWLWLCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-6-isobutyl-4-oxo-5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 、 苯基氯化镁 在 二(三叔丁基膦)钯 zinc(II) chloride 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 6.33h， 以67%的产率得到1-tert-butyl 3-methyl 6-isobutyl-4-oxo-2-phenyl-5,6-dihydropyridine-1,3(4H)-dicarboxylate
  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 2-chloro-6-isobutyl-4-oxo-5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl 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.