Azidofumarsaeure-dimethylester | 36875-41-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Azidofumarsaeure-dimethylester
• 英文别名: dimethyl (Z)-2-azidobut-2-enedioate
• CAS: 36875-41-9
• 化学式: C₆H₇N₃O₄
• 分子量: 185.139
• InChiKey: XYLLQFINOZIPTC-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Azidofumarsaeure-dimethylester 以90%的产率得到
  参考文献：
  名称：

  L ABBE, G.;DEKERK, J. -P.;VAN, STAPPEN, P., BULL. SOC. CHIM. BELG., 1981, 90, N 10, 1073-1074

  摘要：

  DOI：
• 作为产物：
  描述：

  丁炔二酸二甲酯 在 tetramethylguanidinum azide 作用下， 以 氯仿 为溶剂， 反应 72.0h， 以85%的产率得到Azidofumarsaeure-dimethylester
  参考文献：
  名称：

  Palacios, F.; Aparicio, D.; Santos, J. M. de los, Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 171 - 178

  摘要：

  DOI：

文献信息

• Priebe, Hanno, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1987, vol. 41, # 9, p. 640 - 645
  作者：Priebe, Hanno

  DOI：——

  日期：——
• Synthesis and Reactivity of Electron-Poor 2-Azadienes. [4 + 2] Cycloaddition Reactions with Alkenes and Enamines
  作者：Francisco Palacios、Itziar Perez de Heredia、Gloria Rubiales

  DOI：10.1021/jo00113a017

  日期：1995.4

  Electron deficient 2-azadienes derived from beta-amino acids 3 are obtained by aza-Wittig reaction of N-vinylic phosphazenes 4 with carbonyl compounds. Inverse electron demand Diels-Alder reaction of azadienes 3 with trans-cyclooctene 7 and cis,trans-cyclooctadiene 8 leads to the formation of trans-cycloalkanotetrahydropyridines 10. Heterodienes 3 also react with enamines 13, 14, and 18 affording pyridine derivatives 16, 17, and 20 in a regioselective fashion. Norbornadiene 11, a less strained olefin than cycloalkenes 7 and 8, requires the presence of lithium perchlorate as catalyst in a nonaqueous solvent like ether, to give cycloadducts 12.
• Preparation and reactivity of electron-poor 2-azadienes. Diels-Alder reaction with trans-cyclooctene.
  作者：Francisco Palacios、Itziar Perez de Heredia、Gloria Rubiales

  DOI：10.1016/s0040-4039(00)79357-9

  日期：1993.7

  Di-, tri- and tetra- substituted 2-azadienes 3 underbar with electron withdrawing groups have been obtained by Aza-Wittig reaction of N-vinylic phosphazenes with carbonyl compounds. The Diels-Alder reaction of 3 underbar with trans-cyclooctene has also been explored.
• Reactivity of Conjugated Phosphazenes Derived from Dehydroaspartic Esters with Acyl Halides. Synthesis of 5(4H)-Oxazolone
  作者：Francisco Palacios、Marta Legido、Itziar Perez de Heredia、Gloria Rubiales

  DOI：10.3987/com-99-s130

  日期：——

  The reactivity of N-vinylic phosphazenes derived from dehydroaspartic esters towards acyl halides is reported. Treatment of conjugated phosphazene with acyl halides led to the formation of N-acylated dehydroaspartic esters and alkenyl-5(4N)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.
• PRIEBE, HANNO, ACTA CHEM. SCAND., 41,(1987) N 9, 640-645
  作者：PRIEBE, HANNO

  DOI：——

  日期：——