4,5,6,8-tetramethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine | 1443148-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4,5,6,8-tetramethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine
• 英文别名: 4,5,6,8-tetramethyl-3,5-dihydro-2H-1,4-benzoxazepine
• CAS: 1443148-20-6
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: BZLIJFKDBHWCDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 4,5,6,8-tetramethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine 、 丙炔酸甲酯 反应 4.0h， 以84%的产率得到methyl (2E)-3-[{2-[2-(1-methoxyethyl)-3,5-dimethylphenoxy]ethyl}methylamino]acrylate
  参考文献：
  名称：

  Transformations of tetrahydro-1,4-benzoxazepines and tetrahydro-1,4-benzothiazepines under the action of alkynes. First example of the synthesis of tetrahydro-1,4-benzothiazonine-6-carboxylate

  摘要：

  It was shown that 2,3,4,5-tetrahydro-1,4-benzoxazepines were cleaved at the N-C(5) bond under the action of activated alkynes in methanol, forming o-(methoxyethyl)- and o-(methoxybenzyl)-phenyl(aminoethyl) ethers. The cleavage rate depended on the electronic effects of the substituents at the C-5 atom. Thiazepine ring expansion in tetrahydro-1,4-benzothiazepine was achieved for the first time via reaction with methyl propiolate to give a benzothiazonine.

  DOI：

  10.1007/s10593-013-1251-z
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 potassium carbonate 、 三氯氧磷 作用下， 以 甲醇 、 乙醚 、 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 41.0h， 生成 4,5,6,8-tetramethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine
  参考文献：
  名称：

  Transformations of tetrahydro-1,4-benzoxazepines and tetrahydro-1,4-benzothiazepines under the action of alkynes. First example of the synthesis of tetrahydro-1,4-benzothiazonine-6-carboxylate

  摘要：

  It was shown that 2,3,4,5-tetrahydro-1,4-benzoxazepines were cleaved at the N-C(5) bond under the action of activated alkynes in methanol, forming o-(methoxyethyl)- and o-(methoxybenzyl)-phenyl(aminoethyl) ethers. The cleavage rate depended on the electronic effects of the substituents at the C-5 atom. Thiazepine ring expansion in tetrahydro-1,4-benzothiazepine was achieved for the first time via reaction with methyl propiolate to give a benzothiazonine.

  DOI：

  10.1007/s10593-013-1251-z