bis-[2-Amino-3-ethoxycarbonyl-4-(2-methylpropyl)-5-thienyl]-disulfide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: bis-[2-Amino-3-ethoxycarbonyl-4-(2-methylpropyl)-5-thienyl]-disulfide
• 英文别名: Diethyl 5,5'-dithiobis(2-amino-4-isobutylthiophene-3-carboxylate)；ethyl 2-amino-5-[[5-amino-4-ethoxycarbonyl-3-(2-methylpropyl)thiophen-2-yl]disulfanyl]-4-(2-methylpropyl)thiophene-3-carboxylate
• 化学式: C₂₂H₃₂N₂O₄S₄
• 分子量: 516.771
• InChiKey: UEBBYHLDFNIQRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  212
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (E/Z)-2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester 在 吗啉 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以7%的产率得到bis-[2-Amino-3-ethoxycarbonyl-4-(2-methylpropyl)-5-thienyl]-disulfide
  参考文献：
  名称：

  Synthesis of 4-isobutyl substituted thiophenes byGewald reaction

  摘要：

  The Gewald reaction of 4-methyl-2-pentanone with alkyl cyanoacetates was investigated Alkyl 2-amino-4-isobutylthiophene-3-carboxylates (4) were formed, together with bis-(2-amino-3-alkoxycarbonyl-4-isobutyl-5-thienyl)-disulfides (5) and alkyl 2-amino-4-isobutyl-5-morpholinothiophene-3-carboxylates (6). The absence of any 4-methyl substituted aminothiophene in the product mixtures came up highly unexpected. The mechanism of the reaction is discussed with respect to previously reported suggestions.

  DOI：

  10.1007/bf00813795

文献信息

• Synthesis of 4-isobutyl substituted thiophenes byGewald reaction
  作者：M. G�tschow、H. Schr�ter、G. Kuhnle、K. Eger

  DOI：10.1007/bf00813795

  日期：1996.3

  The Gewald reaction of 4-methyl-2-pentanone with alkyl cyanoacetates was investigated Alkyl 2-amino-4-isobutylthiophene-3-carboxylates (4) were formed, together with bis-(2-amino-3-alkoxycarbonyl-4-isobutyl-5-thienyl)-disulfides (5) and alkyl 2-amino-4-isobutyl-5-morpholinothiophene-3-carboxylates (6). The absence of any 4-methyl substituted aminothiophene in the product mixtures came up highly unexpected. The mechanism of the reaction is discussed with respect to previously reported suggestions.

表征谱图