Benzyl 4-[methoxy-[4-(3-oxo-3-prop-2-enoxypropyl)anilino]phosphoryl]oxybenzoate | 206870-00-0

• 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-[methoxy-[4-(3-oxo-3-prop-2-enoxypropyl)anilino]phosphoryl]oxybenzoate
• CAS: 206870-00-0
• 化学式: C₂₇H₂₈NO₇P
• 分子量: 509.496
• InChiKey: MVFZUVUPYMWKAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Benzyl 4-[methoxy-[4-(3-oxo-3-prop-2-enoxypropyl)anilino]phosphoryl]oxybenzoate 在 四(三苯基膦)钯 、 5,5-二甲基-1,3-环己二酮 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 72.0h， 生成 benzyl 4-[methoxy-[4-[3-oxo-3-(2,3,4,5,6-pentafluorophenoxy)propyl]anilino]phosphoryl]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：

  对硝基肉桂酸 在 palladium on activated charcoal 四丁基氢氧化铵 、 氢气 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -78.0~25.0 ℃ 、206.84 kPa 条件下， 反应 33.5h， 生成 Benzyl 4-[methoxy-[4-(3-oxo-3-prop-2-enoxypropyl)anilino]phosphoryl]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

文献信息

• 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
  作者：Scott D. Taylor、Mei-Jin Chen、A. Nicole Dinaut、Robert A. Batey

  DOI：10.1016/s0040-4020(98)00123-9

  日期：1998.4

  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.