5-hydroxy-hex-3-enenitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-hex-3-enenitrile
• 英文别名: 5-hydroxyhex-3-enenitrile
• 化学式: C₆H₉NO
• 分子量: 111.144
• InChiKey: LKUTWSPPFOFVSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.02
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-丁烯-2-醇 、 烯丙基腈 在 钌 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以21%的产率得到5-hydroxy-hex-3-enenitrile
  参考文献：
  名称：

  Synthesis of Unsaturated Amino Alcohols through Unexpectedly Selective Ru-Catalyzed Cross-Metathesis Reactions

  摘要：

  A two-step synthesis of N-protected unsaturated amino alcohols is disclosed that relies on an unexpectedly selective cross-metathesis (CM) involving allyl cyanide and pent-4-en-1-ol. The solution concentration and the identity of the Ru complex used are critical to the selectivity and efficiency of CM reactions. The intermediate obtained by CM is converted efficiently to the final desired products through a one-pot nitrile reduction/amine protection procedure.

  DOI：

  10.1021/ol050387g

文献信息

• Synthesis of Unsaturated Amino Alcohols through Unexpectedly Selective Ru-Catalyzed Cross-Metathesis Reactions
  作者：Hamid R. Hoveyda、Martin Vézina

  DOI：10.1021/ol050387g

  日期：2005.5.1

  A two-step synthesis of N-protected unsaturated amino alcohols is disclosed that relies on an unexpectedly selective cross-metathesis (CM) involving allyl cyanide and pent-4-en-1-ol. The solution concentration and the identity of the Ru complex used are critical to the selectivity and efficiency of CM reactions. The intermediate obtained by CM is converted efficiently to the final desired products through a one-pot nitrile reduction/amine protection procedure.