diethyl N-benzyl-N-[(6-bromo-2-oxo-2H-chromen-3-yl)-methyl]carbamoylmethylphosphonate | 1260603-07-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: diethyl N-benzyl-N-[(6-bromo-2-oxo-2H-chromen-3-yl)-methyl]carbamoylmethylphosphonate
• 英文别名: N-benzyl-N-[(6-bromo-2-oxochromen-3-yl)methyl]-2-diethoxyphosphorylacetamide
• CAS: 1260603-07-3
• 化学式: C₂₃H₂₅BrNO₆P
• 分子量: 522.332
• InChiKey: IGSVRTYFPMPVMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-benzyl-2-chloro-N-[(6-bromo-2-oxo-2H-chromen-3-yl)-methyl]acetamide 、 亚磷酸三乙酯 反应 4.0h， 以86%的产率得到diethyl N-benzyl-N-[(6-bromo-2-oxo-2H-chromen-3-yl)-methyl]carbamoylmethylphosphonate
  参考文献：
  名称：

  Synthesis of Baylis–Hillman-Derived Phosphonated 3-(Benzylaminomethyl)coumarins

  摘要：

  Treatment of Baylis-Hillman-derived 3-(chloromethyl)coumarins with benzylamine has afforded benzylamino derivatives, sequential chloroacetylation and Michaelis-Arbuzov phosphonation of which have provided access to a series of phosphonate esters as potential HIV-1 protease inhibitors.

  DOI：

  10.1080/00397910903531649

文献信息

• Synthesis of Baylis–Hillman-Derived Phosphonated 3-(Benzylaminomethyl)coumarins
  作者：Thompo J. Rashamuse、Rosalyn Klein、Perry T. Kaye

  DOI：10.1080/00397910903531649

  日期：2010.11.16

  Treatment of Baylis-Hillman-derived 3-(chloromethyl)coumarins with benzylamine has afforded benzylamino derivatives, sequential chloroacetylation and Michaelis-Arbuzov phosphonation of which have provided access to a series of phosphonate esters as potential HIV-1 protease inhibitors.