dimethyl 2-[benzoyl(cyclohexyl)amino]-5-(cyclohexylamino)3,4-furandicarboxylate | 1158588-18-1

• 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: dimethyl 2-[benzoyl(cyclohexyl)amino]-5-(cyclohexylamino)3,4-furandicarboxylate
• 英文别名: dimethyl 2-(N-benzoyl-N-cyclohexylamino)-5-(cyclohexylamino)-3,4-furandicarboxylate；dimethyl 2-[benzoyl(cyclohexyl)amino]-5-(cyclohexylamino)furan-3,4-dicarboxylate
• CAS: 1158588-18-1
• 化学式: C₂₇H₃₄N₂O₆
• 分子量: 482.577
• InChiKey: DIAWHLMHAWGMBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  异氰环已烷 、 苯甲酸酐 、 丁炔二酸二甲酯 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到dimethyl (E)-2-{[benzoyl(cyclohexyl)amino]carbonyl}-2-butenedioate
  参考文献：
  名称：

  One-pot, three-component reaction of isocyanides, dialkyl acetylenedicarboxylates, and non-cyclic anhydrides: synthesis of 2,5-diaminofuran derivatives and dialkyl (E)-2-[(N-acyl-N-alkylamino)carbonyl]-2-butenedioates

  摘要：

  Isocyanides, dialkyl acetylenedicarboxylates, and non-cyclic anhydrides, for example acetic anhydride or benzoic anhydride, react in one-pot to afford 2,5-diaminofuran derivatives and dialkyl (E)-2-[(N-acyl-N-alkylamino)carbonyl]-2-butenedioates in fairly good yields at room temperature.

  DOI：

  10.1007/s00706-010-0257-9

文献信息

• Vinyltriphenylphosphonium Salt-Mediated Preparation of Fully Substituted Furans and Electron-Poor Imides from Benzoic acid, Cyclohexyl Isocyanide, and Acetylenic Esters
  作者：Mohsen Valizadeh Holagh、Ebrahim Ahmadi、Ali Ramazani

  DOI：10.1080/10426500701852646

  日期：2008.8.4

  acetylenedicarboxylates by benzoic acid leads to vinyltriphenylphosphonium salts, which undergo complex reactions with cyclohexyl isocyanide to produce corresponding densely functionalized furans and imides in fairly good yields in neutral conditions. The formulas of the products were deduced from their IR, 1H NMR, and 13C NMR spectra. The reaction is completely stereoselective.

  苯甲酸对三苯基膦和二烷基乙炔二羧酸酯反应中产生的反应性中间体进行质子化，生成乙烯基三苯基鏻盐，该盐与环己基异氰化物发生复杂反应，在中性条件下以相当好的收率生成相应的密集官能化呋喃和酰亚胺。产物的分子式由它们的IR、1H NMR和13C NMR光谱推导出来。该反应是完全立体选择性的。
• One-pot, three-component reaction of isocyanides, dialkyl acetylenedicarboxylates, and non-cyclic anhydrides: synthesis of 2,5-diaminofuran derivatives and dialkyl (E)-2-[(N-acyl-N-alkylamino)carbonyl]-2-butenedioates
  作者：Mohammad Bayat、Hossein Imanieh、Nader Zabarjad Shiraz、Mohammad Shah Qavidel

  DOI：10.1007/s00706-010-0257-9

  日期：2010.3

  Isocyanides, dialkyl acetylenedicarboxylates, and non-cyclic anhydrides, for example acetic anhydride or benzoic anhydride, react in one-pot to afford 2,5-diaminofuran derivatives and dialkyl (E)-2-[(N-acyl-N-alkylamino)carbonyl]-2-butenedioates in fairly good yields at room temperature.