ethyl 2-(3-trimethylsilyl-2-propynyl)-2-(5-pyrimidinyl)cyanoacetate | 1008731-29-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-(3-trimethylsilyl-2-propynyl)-2-(5-pyrimidinyl)cyanoacetate
• 英文别名: Ethyl 2-cyano-2-pyrimidin-5-yl-5-trimethylsilylpent-4-ynoate
• CAS: 1008731-29-0
• 化学式: C₁₅H₁₉N₃O₂Si
• 分子量: 301.42
• InChiKey: ALCIFQQVACNZKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-溴嘧啶 、 3-溴-1-三甲基硅基-1-丙炔 、 氰乙酸乙酯 在 palladium diacetate 1,1'-双(二苯基膦)二茂铁 、 potassium tert-butylate 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以81%的产率得到ethyl 2-(3-trimethylsilyl-2-propynyl)-2-(5-pyrimidinyl)cyanoacetate
  参考文献：
  名称：

  Palladium-Catalyzed One-Pot Synthesis of 2-Alkyl-2-arylcyanoacetates

  摘要：

  [GRAPHICS]A one-pot procedure for the synthesis of 2-alkyl-2-arylcyanoacetates based on a Pd(OAc)(2)/DPPF (DPPF = 1,1'-diphenylphosphino ferreocene)-catalyzed enolate arylation followed by in situ alkylation has been developed. This procedure tolerates a diverse range of aryl and heteroaryl bromides, and provides a rapid entry to a variety of 2-alkyl-2-arylcyanoacetates in good to excellent yield.

  DOI：

  10.1021/jo7024338

文献信息

• Palladium-Catalyzed One-Pot Synthesis of 2-Alkyl-2-arylcyanoacetates
  作者：Xiang Wang、Anil Guram、Emilio Bunel、Guo-Qiang Cao、Jennifer R. Allen、Margaret M. Faul

  DOI：10.1021/jo7024338

  日期：2008.2.1

  [GRAPHICS]A one-pot procedure for the synthesis of 2-alkyl-2-arylcyanoacetates based on a Pd(OAc)(2)/DPPF (DPPF = 1,1'-diphenylphosphino ferreocene)-catalyzed enolate arylation followed by in situ alkylation has been developed. This procedure tolerates a diverse range of aryl and heteroaryl bromides, and provides a rapid entry to a variety of 2-alkyl-2-arylcyanoacetates in good to excellent yield.