1-(4-azidophenyl)-2-(morpholin-4-yl)ethanone | 628708-28-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-azidophenyl)-2-(morpholin-4-yl)ethanone
• 英文别名: 1-(4-Azidophenyl)-2-morpholin-4-ylethanone
• CAS: 628708-28-1
• 化学式: C₁₂H₁₄N₄O₂
• 分子量: 246.269
• InChiKey: ZJTHRGCXPJTPPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-azidophenyl)-2-(morpholin-4-yl)ethanone 、 2-(diphenylphosphanyl)benzoic acid benzyl ester 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以52.9%的产率得到2-(diphenylphosphinoyl)-N-[4-(2-(morpholin-4-yl)acetyl)phenyl]benzimidic acid benzyl ester
  参考文献：
  名称：

  Conversion of Aryl Azides to O-Alkyl Imidates via Modified Staudinger Ligation

  摘要：

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.

  DOI：

  10.1021/ol035635s
• 作为产物：
  描述：

  吗啉 、 4-叠氮苯甲酰甲基溴 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到1-(4-azidophenyl)-2-(morpholin-4-yl)ethanone
  参考文献：
  名称：

  Conversion of Aryl Azides to O-Alkyl Imidates via Modified Staudinger Ligation

  摘要：

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.

  DOI：

  10.1021/ol035635s

文献信息

• Conversion of Aryl Azides to <i>O</i>-Alkyl Imidates via Modified Staudinger Ligation
  作者：José A. Restituyo、Lindsay R. Comstock、Scott G. Petersen、Thomas Stringfellow、Scott R. Rajski

  DOI：10.1021/ol035635s

  日期：2003.11.1

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.