4-(tert-butoxycarbonyl)-3,5-diphenyl-2-iodo-4H-[1,4]oxazine | 943818-54-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 4-(tert-butoxycarbonyl)-3,5-diphenyl-2-iodo-4H-[1,4]oxazine
• 英文别名: Tert-butyl 2-iodo-3,5-diphenyl-1,4-oxazine-4-carboxylate
• CAS: 943818-54-0
• 化学式: C₂₁H₂₀INO₃
• 分子量: 461.299
• InChiKey: QIYOKKNJIXNHTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(tert-butoxycarbonyl)-3,5-diphenyl-2-iodo-4H-[1,4]oxazine 、 2-丙炔-1-醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 二乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以74%的产率得到4-(tert-butoxycarbonyl)-3,5-diphenyl-2-(3-hydroxy-prop-1-ynyl)-4H-[1,4]oxazine
  参考文献：
  名称：

  Easy Access to New Heterocyclic Systems:  1,4-Oxazine and Substituted 1,4-Oxazines

  摘要：

  In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

  DOI：

  10.1021/jo070528n
• 作为产物：
  描述：

  3,5-bis{[bis(phenyloxy)phosphoryl]oxy}-4-(tert-butoxycarbonyl)-[1,4]oxazine 在 bis-triphenylphosphine-palladium(II) chloride 六甲基磷酰三胺 、 barium dihydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 为溶剂， 反应 10.92h， 生成 4-(tert-butoxycarbonyl)-3,5-diphenyl-2-iodo-4H-[1,4]oxazine
  参考文献：
  名称：

  Easy Access to New Heterocyclic Systems:  1,4-Oxazine and Substituted 1,4-Oxazines

  摘要：

  In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

  DOI：

  10.1021/jo070528n