(Z)-N-(2-bromovinyl)butyramide | 1359971-46-2

• 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: (Z)-N-(2-bromovinyl)butyramide
• 英文别名: N-[(Z)-2-bromoethenyl]butanamide
• CAS: 1359971-46-2
• 化学式: C₆H₁₀BrNO
• 分子量: 192.055
• InChiKey: PHMPTAYFSWYOTE-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(2,2-dibromovinyl)butyramide 在 四(三苯基膦)钯 、 三正丁基氢锡 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以63%的产率得到(Z)-N-(2-bromovinyl)butyramide
  参考文献：
  名称：

  Protecting Group Free, Stereocontrolled Synthesis of β-Halo-enamides

  摘要：

  Enamides, dienamides, and enynamides are important building blocks in synthetic, biological, and medicinal chemistry as well as materials science. Despite the extensive breath of their potential utility in synthetic chemistry, there is a lack of simple, high-yielding methods to deliver them efficiently and as single isomers. In this paper, we present a novel, protecting group free, efficient, and stereoselective approach to the generation of beta-halo-enamides. The methodology presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good yields and with complete stereocontrol.

  DOI：

  10.1021/jo202130e