benzyl 4-[[4-(3-oxo-3-prop-2-enoxypropyl)anilino]-phenylmethoxyphosphoryl]oxybenzoate | 206869-98-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 4-[[4-(3-oxo-3-prop-2-enoxypropyl)anilino]-phenylmethoxyphosphoryl]oxybenzoate
• CAS: 206869-98-9
• 化学式: C₃₃H₃₂NO₇P
• 分子量: 585.593
• InChiKey: RLXWHHWVNVBZAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  100.16
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  benzyl 4-[[4-(3-oxo-3-prop-2-enoxypropyl)anilino]-phenylmethoxyphosphoryl]oxybenzoate 在 四氢吡咯 、 四(三苯基膦)钯 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 benzyl 4-[[4-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropyl]anilino]-phenylmethoxyphosphoryl]oxybenzoate
  参考文献：
  名称：

  A general method for the synthesis of O-alkyl N,O′-arylphosphoramidates and its application to the synthesis of a transition state analogue for carbamate hydrolysis

  摘要：

  O-alkyl N,O'-arylphosphoramidates were synthesized by reacting phenol and aniline derivatives with alkyldichlorophosphites to form phosphoramidites followed by oxidation with m-CPBA. Selective cleavage of the alkyl group under mild, neutral conditions afforded the corresponding N,O-arylphosphoramidic acids. This methodology was used to synthesize a N,O-arylphosphoramidate transition state analogue for carbamate hydrolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00123-9
• 作为产物：
  描述：

  二氯磷酸苄酯 在 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 9.5h， 生成 benzyl 4-[[4-(3-oxo-3-prop-2-enoxypropyl)anilino]-phenylmethoxyphosphoryl]oxybenzoate
  参考文献：
  名称：

  A general method for the synthesis of O-alkyl N,O′-arylphosphoramidates and its application to the synthesis of a transition state analogue for carbamate hydrolysis

  摘要：

  O-alkyl N,O'-arylphosphoramidates were synthesized by reacting phenol and aniline derivatives with alkyldichlorophosphites to form phosphoramidites followed by oxidation with m-CPBA. Selective cleavage of the alkyl group under mild, neutral conditions afforded the corresponding N,O-arylphosphoramidic acids. This methodology was used to synthesize a N,O-arylphosphoramidate transition state analogue for carbamate hydrolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00123-9