3-bromo-4-methyl-6-phenyl-1-(tert-butyloxycarbonyl)-5,6-dihydro-pyridin-2-one | 727425-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-bromo-4-methyl-6-phenyl-1-(tert-butyloxycarbonyl)-5,6-dihydro-pyridin-2-one
• CAS: 727425-41-4
• 化学式: C₁₇H₂₀BrNO₃
• 分子量: 366.255
• InChiKey: ZLYBKOUFLXXMLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  丙烯胺 、 3-bromo-4-methyl-6-phenyl-1-(tert-butyloxycarbonyl)-5,6-dihydro-pyridin-2-one 反应 48.0h， 以99%的产率得到3-allylamino-4-methyl-6-phenyl-1-(tert-butyloxycarbonyl)-5,6-dihydro-pyridin-2-one
  参考文献：
  名称：

  Practical synthesis of 3-bromo-5,6-dihydropyridin-2-ones via β,γ-unsaturated α-bromo-ketene/imine cycloaddition

  摘要：

  An approach to 3-bromo-4-alkyl-6-aryl-5,6-dihydropyridin-2-ones and 3 -bromo-5-ethyl-6-aryl-5,6-dihydropyridin-2-ones starting from beta,gamma-unsaturated alpha-bromoketenes and imines is reported. The presence of a bromine atom on the double bond allows performing aziridination or bromine displacement with an amine. The reaction gave fused bicyclic N-allyl-aziridines or 3-amino-substituted 5,6-dihydropyridin-2-ones, depending on the substituents on the six-membered ring. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.04.021
• 作为产物：
  描述：

  2-溴-3-甲基-2-丁烯酸 在 4-二甲氨基吡啶 、 氯化亚砜 、 ammonium cerium(IV) nitrate 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 17.0h， 生成 3-bromo-4-methyl-6-phenyl-1-(tert-butyloxycarbonyl)-5,6-dihydro-pyridin-2-one
  参考文献：
  名称：

  Practical synthesis of 3-bromo-5,6-dihydropyridin-2-ones via β,γ-unsaturated α-bromo-ketene/imine cycloaddition

  摘要：

  An approach to 3-bromo-4-alkyl-6-aryl-5,6-dihydropyridin-2-ones and 3 -bromo-5-ethyl-6-aryl-5,6-dihydropyridin-2-ones starting from beta,gamma-unsaturated alpha-bromoketenes and imines is reported. The presence of a bromine atom on the double bond allows performing aziridination or bromine displacement with an amine. The reaction gave fused bicyclic N-allyl-aziridines or 3-amino-substituted 5,6-dihydropyridin-2-ones, depending on the substituents on the six-membered ring. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.04.021