{[(3-methoxyphenyl)-methyl-carbamoyl]-methyl}-phosphonic acid diethyl ester | 779335-34-1

• 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: {[(3-methoxyphenyl)-methyl-carbamoyl]-methyl}-phosphonic acid diethyl ester
• 英文别名: 2-[diethoxy(oxido)phosphaniumyl]-N-(3-methoxyphenyl)-N-methylacetamide
• CAS: 779335-34-1
• 化学式: C₁₄H₂₂NO₅P
• 分子量: 315.306
• InChiKey: LQFFZSQKKQHHDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  441.3±30.0 °C(predicted)
• 密度：
  1.176±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {[(3-methoxyphenyl)-methyl-carbamoyl]-methyl}-phosphonic acid diethyl ester 在 lithium diisopropyl amide 作用下， 以 乙二醇二甲醚 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.63h， 生成 3-benzylidene-6-methoxy-1-methyl-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  One-Pot Homolytic Aromatic Substitutions/HWE Olefinations under Microwave Conditions for the Formation of a Small Oxindole Library

  摘要：

  An efficient one-pot sequence comprising a homolytic aromatic substitution followed by an ionic Horner-Wadsworth-Emmons olefination for the preparation of a small library of alpha,beta-unsaturated oxindoles is presented. Microwave-induced heating is used to conduct these reactions. The homolytic aromatic substitution is mediated by the persistent radical effect.

  DOI：

  10.1021/ol048759t
• 作为产物：
  描述：

  二乙基磷乙酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 {[(3-methoxyphenyl)-methyl-carbamoyl]-methyl}-phosphonic acid diethyl ester
  参考文献：
  名称：

  One-Pot Homolytic Aromatic Substitutions/HWE Olefinations under Microwave Conditions for the Formation of a Small Oxindole Library

  摘要：

  An efficient one-pot sequence comprising a homolytic aromatic substitution followed by an ionic Horner-Wadsworth-Emmons olefination for the preparation of a small library of alpha,beta-unsaturated oxindoles is presented. Microwave-induced heating is used to conduct these reactions. The homolytic aromatic substitution is mediated by the persistent radical effect.

  DOI：

  10.1021/ol048759t

文献信息

• One-Pot Homolytic Aromatic Substitutions/HWE Olefinations under Microwave Conditions for the Formation of a Small Oxindole Library
  作者：Antje Teichert、Katja Jantos、Klaus Harms、Armido Studer

  DOI：10.1021/ol048759t

  日期：2004.9.1

  An efficient one-pot sequence comprising a homolytic aromatic substitution followed by an ionic Horner-Wadsworth-Emmons olefination for the preparation of a small library of alpha,beta-unsaturated oxindoles is presented. Microwave-induced heating is used to conduct these reactions. The homolytic aromatic substitution is mediated by the persistent radical effect.