(2-oxo-1,4-dihydro-2H-benzo[1,3]oxazin-8-yl)phosphonic acid benzyl ester ethyl ester | 316831-51-3

• 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: (2-oxo-1,4-dihydro-2H-benzo[1,3]oxazin-8-yl)phosphonic acid benzyl ester ethyl ester
• 英文别名: 8-(Ethoxy-oxido-phenylmethoxyphosphaniumyl)-1,4-dihydro-3,1-benzoxazin-2-one；8-(ethoxy-oxido-phenylmethoxyphosphaniumyl)-1,4-dihydro-3,1-benzoxazin-2-one
• CAS: 316831-51-3
• 化学式: C₁₇H₁₈NO₅P
• 分子量: 347.307
• InChiKey: GXDVMZWBUKXGCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-oxo-1,4-dihydro-2H-benzo[1,3]oxazin-8-yl)phosphonic acid benzyl ester ethyl ester 在 palladium on activated charcoal 草酰氯 、 氢气 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Intramolecular Hydrogen-Bond Participation in Phosphonylammonium Salt Formation

  摘要：

  A series of phosphonochloridates and phosphonyl dichlorides were prepared, and their reactivity with triethylamine has been investigated using P-31 NMR spectroscopy, Taken together these studies provide evidence that an intramolecular hydrogen-bond is required for phosphonylammonium salt formation to render the phosphorus more electron-deficient.

  DOI：

  10.1021/ol0066330
• 作为产物：
  描述：

  methyl 2-amino-3-iodobenzoate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 三乙基硅烷 、 sodium tetrahydroborate 、 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 4.5h， 生成 (2-oxo-1,4-dihydro-2H-benzo[1,3]oxazin-8-yl)phosphonic acid benzyl ester ethyl ester
  参考文献：
  名称：

  Intramolecular Hydrogen-Bond Participation in Phosphonylammonium Salt Formation

  摘要：

  A series of phosphonochloridates and phosphonyl dichlorides were prepared, and their reactivity with triethylamine has been investigated using P-31 NMR spectroscopy, Taken together these studies provide evidence that an intramolecular hydrogen-bond is required for phosphonylammonium salt formation to render the phosphorus more electron-deficient.

  DOI：

  10.1021/ol0066330

文献信息

• Intramolecular Hydrogen-Bond Participation in Phosphonylammonium Salt Formation
  作者：Amos B. Smith、Laurent Ducry、R. Michael Corbett、Ralph Hirschmann

  DOI：10.1021/ol0066330

  日期：2000.11.1

  A series of phosphonochloridates and phosphonyl dichlorides were prepared, and their reactivity with triethylamine has been investigated using P-31 NMR spectroscopy, Taken together these studies provide evidence that an intramolecular hydrogen-bond is required for phosphonylammonium salt formation to render the phosphorus more electron-deficient.