4-Trimethylsilanyl-2-trimethylsilanyloxy-4H-benzo[1,4]oxazin-3-one

• 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-Trimethylsilanyl-2-trimethylsilanyloxy-4H-benzo[1,4]oxazin-3-one
• 英文别名: 2-hydroxy-1,4-benzoxazin-3-one, N,O-bistrimethylsilyl；4-trimethylsilyl-2-trimethylsilyloxy-1,4-benzoxazin-3-one
• 化学式: C₁₄H₂₃NO₃Si₂
• 分子量: 309.513
• InChiKey: MTJAKPMLZOOTAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基-4H-[1,4]苯并恶嗪-3-酮 、 N,O-双(三甲基硅烷基)三氟乙酰胺 反应 0.5h， 生成 2-Trimethylsilanyloxy-4H-benzo[1,4]oxazin-3-one 、 4-Trimethylsilanyl-2-trimethylsilanyloxy-4H-benzo[1,4]oxazin-3-one
  参考文献：
  名称：

  Studies on the biosynthesis of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) from 3-hydroxyindolin-2-one in Zea mays

  摘要：

  The ring expansion of 3-hydroxyindolin-2-one to 2-hydroxy-l,4-benzoxazin-3-one (HBOA) was investigated by labelling experiments. Action of the cytochrome P450 enzyme BX4 from maize on 3-hydroxyindolin-2-onc under an O-18(2) atmosphere induced production of 2-hydroxy-1.4-benzoxazin-3-one in which the ring oxygen - but not the 2-hydroxy group of HBOA - is labelled. A mechanism fur this transformation is proposed, (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00037-1

文献信息

• Studies on the biosynthesis of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) from 3-hydroxyindolin-2-one in Zea mays
  作者：Peter Spiteller、Erich Glawischnig、Alfons Gierl、Wolfgang Steglich

  DOI：10.1016/s0031-9422(01)00037-1

  日期：2001.6

  The ring expansion of 3-hydroxyindolin-2-one to 2-hydroxy-l,4-benzoxazin-3-one (HBOA) was investigated by labelling experiments. Action of the cytochrome P450 enzyme BX4 from maize on 3-hydroxyindolin-2-onc under an O-18(2) atmosphere induced production of 2-hydroxy-1.4-benzoxazin-3-one in which the ring oxygen - but not the 2-hydroxy group of HBOA - is labelled. A mechanism fur this transformation is proposed, (C) 2001 Elsevier Science Ltd. All rights reserved.