2-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester | 372965-31-6

• 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-isobutyl-4-methoxy-2H-pyridine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-methoxy-2-(2-methylpropyl)-2H-pyridine-1-carboxylate
• CAS: 372965-31-6
• 化学式: C₁₅H₂₅NO₃
• 分子量: 267.368
• InChiKey: AAPWVHOTYTVJPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 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：

  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， 反应 1.0h， 以81%的产率得到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
• 作为产物：
  描述：

  Phenyl 2-(2-methylpropyl)-4-oxo-2,3-dihydropyridine-1-carboxylate 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 生成 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

• Model Studies toward the Total Synthesis of the <i>Lycopodium </i>Alkaloid Spirolucidine
  作者：Daniel L. Comins、Alfred L. Williams

  DOI：10.1021/ol016556o

  日期：2001.10.1

  [reaction: see text] A strategy for the synthesis of the spirocyclic core of spirolucidine was explored through a model study. The diene 4a was prepared and photolyzed to give the desired [2 + 2] photoadduct 17 containing the correct relative stereochemistry corresponding to spirolucidine.

  [反应：见正文]通过模型研究探索了螺螺环螺螺环核心的合成策略。制备二烯4a并进行光解，得到所需的[2 + 2]光加合物，其含有对应于螺葡糖苷的正确的相对立体化学。
• 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.