(4S)-4-tert-butyl-N-(2,2-dimethylpent-4-enoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxamide | 803683-47-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (4S)-4-tert-butyl-N-(2,2-dimethylpent-4-enoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxamide
• CAS: 803683-47-8
• 化学式: C₁₇H₃₀N₂O₃
• 分子量: 310.437
• InChiKey: GBNVBGQSNQKQFN-GFCCVEGCSA-N

物化性质

• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S)-4-tert-butyl-N-(2,2-dimethylpent-4-enoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxamide 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 15.5h， 生成 (S)-1-((S)-4-tert-Butyl-2,2-dimethyl-oxazolidine-3-carbonyl)-5-iodomethyl-3,3-dimethyl-pyrrolidin-2-one 、 (R)-1-((S)-4-tert-Butyl-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：

  2,2-dimethyl-pent-4-enoic acid amide 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 (4S)-4-tert-butyl-N-(2,2-dimethylpent-4-enoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxamide
  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