5-Benzoyl-8a-hydroxy-3-methyl-3,4-dihydro-2H,8aH-benzo[1,4]oxazin-8-one | 219321-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5-Benzoyl-8a-hydroxy-3-methyl-3,4-dihydro-2H,8aH-benzo[1,4]oxazin-8-one
• 英文别名: 5-benzoyl-8a-hydroxy-3-methyl-3,4-dihydro-2H-1,4-benzoxazin-8-one
• CAS: 219321-17-2
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: VUWRUWOTLSBASF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Benzoyl-8a-hydroxy-3-methyl-3,4-dihydro-2H,8aH-benzo[1,4]oxazin-8-one 以 甲醇 为溶剂， 反应 0.5h， 生成 [8-(2-Hydroxy-1-methyl-ethylamino)-3-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-5-yl]-phenyl-methanone
  参考文献：
  名称：

  A convenient two-step one-pot electrochemical synthesis of novel 8-amino-1,4-benzoxazine derivatives possessing anti-stress oxidative properties

  摘要：

  Using (3,4-hydroxy-2-methoxyphenyl) (phenyl) methanone as the starting material, the reaction of the electrogenerated 3,4-quinone with amino alcohols leads to the transient 1,4-benzoxazin-8-one species. The latter can undergo a subsequent addition reaction of an amine at the 8-position affording, after electrochemical reduction, novel 8-amino-1,4-benzoxazine derivatives. The entire sequence can be conducted in one-pot, without isolation of intermediates. (C),1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02037-1
• 作为产物：
  描述：

  DL-氨基丙醇 、 (3,4-dihydroxy-2-methoxyphenyl) (phenyl) methanone 在 高氯酸四乙基铵 作用下， 以 甲醇 为溶剂， 以70%的产率得到5-Benzoyl-8a-hydroxy-3-methyl-3,4-dihydro-2H,8aH-benzo[1,4]oxazin-8-one
  参考文献：
  名称：

  A convenient two-step one-pot electrochemical synthesis of novel 8-amino-1,4-benzoxazine derivatives possessing anti-stress oxidative properties

  摘要：

  Using (3,4-hydroxy-2-methoxyphenyl) (phenyl) methanone as the starting material, the reaction of the electrogenerated 3,4-quinone with amino alcohols leads to the transient 1,4-benzoxazin-8-one species. The latter can undergo a subsequent addition reaction of an amine at the 8-position affording, after electrochemical reduction, novel 8-amino-1,4-benzoxazine derivatives. The entire sequence can be conducted in one-pot, without isolation of intermediates. (C),1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02037-1