diethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate | 406225-34-1

• 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: diethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate
• 英文别名: diethyl 2-[(4-methylphenyl)sulfonylamino]-3-(triphenyl-λ5-phosphanylidene)butanedioate
• CAS: 406225-34-1
• 化学式: C₃₃H₃₄NO₆PS
• 分子量: 603.676
• InChiKey: QUBIMBKEPACTKR-UHFFFAOYSA-N

物化性质

• 熔点：
  167-168 °C
• 沸点：
  729.5±70.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  42.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  98.77
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate 以 甲苯 为溶剂， 以97%的产率得到N-p-tolylsulfonylphosphine imide
  参考文献：
  名称：

  SYNTHESIS OF SULFUR-CONTAINING ARYLIMINOPHOSPHORANES

  摘要：

  Stabilized phosphoranes, obtained, from the three-component reaction between. dialkyl acetylenedicarboxylates and arylsalfonamides in the presence of triplienylphosphine, undergo a smooth intramolecular reaction in boiling toluene to produce sulfur-containing iminophosphoranes in excellent yields.

  DOI：

  10.1080/10426500490463556
• 作为产物：
  描述：

  对甲苯磺酰胺 、 三苯基膦 、 丁炔二酸二乙酯 以 二氯甲烷 为溶剂， 以91%的产率得到diethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate
  参考文献：
  名称：

  An Easy One-Pot Procedure for the Synthesis of N-Sulfonyl Phosphorous Ylides and Sulfonyl Iminophosphoranes

  摘要：

  Reaction of triphenylphosphine and an electron deficient acetylenic ester in the presence of strong N-H acid such as alkyl and aryl sulfamides or acetamide produces phosphorous ylides at room temperature in CH2Cl2. The aryl sulfamide phosphoranes undergo a smooth transformation reaction in boiling toluene and produce iminophosphoranes.

  DOI：

  10.1007/s00706-007-0640-3

文献信息

• Facile synthesis of N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates by one-pot three-component reaction
  作者：Hossein Anaraki-Ardakani、Maziar Noei、Afrooz Tabarzad

  DOI：10.1016/j.cclet.2011.09.010

  日期：2012.1

  Three-component reaction of arylsulfonamides, dialkyl acetylenedicarboxylates, and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates in good yields. (C) 2011 Hossein Anaraki-Ardakani. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.