3,5-bis(phenylethynyl)-4-(tert-butoxycarbonyl)-2-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-4H-[1,4]oxazine | 943818-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(phenylethynyl)-4-(tert-butoxycarbonyl)-2-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-4H-[1,4]oxazine
• 英文别名: Tert-butyl 2-[hydroxy-(3,4,5-trimethoxyphenyl)methyl]-3,5-bis(2-phenylethynyl)-1,4-oxazine-4-carboxylate
• CAS: 943818-57-3
• 化学式: C₃₅H₃₃NO₇
• 分子量: 579.65
• InChiKey: YJIAJAVHPDASFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis(phenylethynyl)-4-(tert-butoxycarbonyl)-2-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-4H-[1,4]oxazine 在 咪唑 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.75h， 生成 3,5-bis-(phenylethynyl)-4-(tert-butoxycarbonyl)-2-[(tert-butyl-dimethyl-silanyloxy)-(3,4,5-trimethoxy-phenyl)-methyl]-6-formyl-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 四(三苯基膦)钯 六甲基磷酰三胺 、 正丁基锂 、 lithium chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.92h， 生成 3,5-bis(phenylethynyl)-4-(tert-butoxycarbonyl)-2-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-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