(E)-3-(4-Nitro-phenyl)-acrylic acid 2-trimethylsilanyl-ethyl ester | 206869-94-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Nitro-phenyl)-acrylic acid 2-trimethylsilanyl-ethyl ester
• CAS: 206869-94-5
• 化学式: C₁₄H₁₉NO₄Si
• 分子量: 293.395
• InChiKey: FARSSCXANWTMHH-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Nitro-phenyl)-acrylic acid 2-trimethylsilanyl-ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 以97%的产率得到2-trimethylsilylethyl 3-(4-aminophenyl)propanoate
  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：

  2-(三甲硅基)乙醇 、 对硝基肉桂酸 在 吡啶 、 氯化亚砜 作用下， 生成 (E)-3-(4-Nitro-phenyl)-acrylic acid 2-trimethylsilanyl-ethyl ester
  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