2,2-dimethylpent-4-enoyl isocyanate | 92333-67-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-dimethylpent-4-enoyl isocyanate
• CAS: 92333-67-0
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: BWKHZZSRXCKIGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 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：
  46.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethylpent-4-enoyl isocyanate 在 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 15.5h， 生成 (R)-1-((S)-4-Benzyl-2,2-dimethyl-oxazolidine-3-carbonyl)-5-iodomethyl-3,3-dimethyl-pyrrolidin-2-one
  参考文献：
  名称：

  Asymmetric Iodolactamization Induced by Chiral Oxazolidine Auxiliary

  摘要：

  Asymmetric iodolactamization reactions of unsaturated amides with oxazolidines as the chiral auxiliaries were investigated. With (4S)-4-((2R)-2-butyl)-2,2-dimethyloxazolidine as the auxiliary and LiH as the base, a number of unsaturated amides underwent iodolactamization smoothly to afford the corresponding gamma- and delta-lactams in 30-98% yield with de values up to 97%.

  DOI：

  10.1021/jo0488006
• 作为产物：
  描述：

  草酰氯 、 2,2-dimethyl-pent-4-enoic acid amide 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 2,2-dimethylpent-4-enoyl isocyanate
  参考文献：
  名称：

  Asymmetric Iodolactamization Induced by Chiral Oxazolidine Auxiliary

  摘要：

  Asymmetric iodolactamization reactions of unsaturated amides with oxazolidines as the chiral auxiliaries were investigated. With (4S)-4-((2R)-2-butyl)-2,2-dimethyloxazolidine as the auxiliary and LiH as the base, a number of unsaturated amides underwent iodolactamization smoothly to afford the corresponding gamma- and delta-lactams in 30-98% yield with de values up to 97%.

  DOI：

  10.1021/jo0488006