(E)-3-(2-Diethylamino-oxazolo[4,5-b]pyridin-7-yl)-acrylic acid ethyl ester | 147068-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡啶类
• 英文名称: (E)-3-(2-Diethylamino-oxazolo[4,5-b]pyridin-7-yl)-acrylic acid ethyl ester
• CAS: 147068-51-7
• 化学式: C₁₅H₁₉N₃O₃
• 分子量: 289.334
• InChiKey: GDUSPRQKACAPOD-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.46
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-Diethylamino-oxazolo[4,5-b]pyridin-7-yl)-acrylic acid ethyl ester 以77%的产率得到
  参考文献：
  名称：

  Oxazolo[4, 5-b]pyridines. Regioselective metalation of the 2-diethylaminooxazolo[4, 5-b]pyridine system and formation of 7-substituted derivatives

  摘要：

  Metalation of 2-diethylaminooxazolo[4,5-b]pyridine with tert-butyllithium occurs regioselectively in the 7-position of the heterocycle and the fused 2-dialkylaminooxazolo group thus functions as an ortho-directing group in this bicyclic system. Reaction of the resulting 7-lithio intermediate with electrophiles provides access to a variety of 7-substituted derivatives.

  DOI：

  10.1016/s0040-4039(00)60547-6
• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 在 4-二甲氨基吡啶 、 叔丁基锂 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-3-(2-Diethylamino-oxazolo[4,5-b]pyridin-7-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Oxazolo[4, 5-b]pyridines. Regioselective metalation of the 2-diethylaminooxazolo[4, 5-b]pyridine system and formation of 7-substituted derivatives

  摘要：

  Metalation of 2-diethylaminooxazolo[4,5-b]pyridine with tert-butyllithium occurs regioselectively in the 7-position of the heterocycle and the fused 2-dialkylaminooxazolo group thus functions as an ortho-directing group in this bicyclic system. Reaction of the resulting 7-lithio intermediate with electrophiles provides access to a variety of 7-substituted derivatives.

  DOI：

  10.1016/s0040-4039(00)60547-6