4-(4-methoxyphenyl)-6,6-dimethyl-3-(1-(trimethylsilyloxy)-ethyl)-5,6-dihydro-4H-1,2-oxazine | 1168207-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-methoxyphenyl)-6,6-dimethyl-3-(1-(trimethylsilyloxy)-ethyl)-5,6-dihydro-4H-1,2-oxazine
• CAS: 1168207-50-8
• 化学式: C₁₈H₂₉NO₃Si
• 分子量: 335.519
• InChiKey: FUWFAPHFJXHTOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  40.05
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(4-methoxyphenyl)-6,6-dimethyl-3-(1-(trimethylsilyloxy)-ethyl)-5,6-dihydro-4H-1,2-oxazine 在 氟化铵 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 1-(4-(4-methoxyphenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)ethanol 、 1-(4-(4-methoxyphenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazin-3-yl)ethanol
  参考文献：
  名称：

  Rearrangement of 3-alkylidene-2-siloxy-tetrahydro-1,2-oxazines (ASENA). A new approach toward the synthesis of 3-α-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines

  摘要：

  A new approach toward the synthesis of 3-alpha-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines 1 from available 5,6-dihydro-4H-1,2-oxazine N-oxides 2 has been described. The key step of the process-the rearrangement of 3-alkiliden-2-siloxy-tetrahydro-1,2-oxazines 3 (ASENA)-was thoroughly investigated. Optimal experimental conditions were developed. A possible pathway of the ASENA rearrangement was proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.082
• 作为产物：
  描述：

  (E)-3-ethylidene-4-(4-methoxyphenyl)-6,6-dimethyl-2-((trimethylsilyl)oxy)-1,2-oxazinane 在 水 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以95%的产率得到4-(4-methoxyphenyl)-6,6-dimethyl-3-(1-(trimethylsilyloxy)-ethyl)-5,6-dihydro-4H-1,2-oxazine
  参考文献：
  名称：

  Rearrangement of 3-alkylidene-2-siloxy-tetrahydro-1,2-oxazines (ASENA). A new approach toward the synthesis of 3-α-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines

  摘要：

  A new approach toward the synthesis of 3-alpha-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines 1 from available 5,6-dihydro-4H-1,2-oxazine N-oxides 2 has been described. The key step of the process-the rearrangement of 3-alkiliden-2-siloxy-tetrahydro-1,2-oxazines 3 (ASENA)-was thoroughly investigated. Optimal experimental conditions were developed. A possible pathway of the ASENA rearrangement was proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.082