2,3-di-tert-butyl 1-methyl (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate | 1038399-79-9

• 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: 2,3-di-tert-butyl 1-methyl (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate
• 英文别名: 2-O,3-O-ditert-butyl 1-O-methyl (1E,3E)-1-benzamido-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate
• CAS: 1038399-79-9
• 化学式: C₂₅H₃₄N₂O₇
• 分子量: 474.554
• InChiKey: HBDLAOWAJQYVAO-CBNHHMLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-di-tert-butyl 1-methyl (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate 、 盐酸肼屈嗪 以 甲醇 为溶剂， 反应 7.5h， 以82%的产率得到di-tert-butyl 5-benzamido-6-oxo-1-(phthalazin-1-ylamino)-1,6-dihydropyridine-3,4-dicarboxylate
  参考文献：
  名称：

  Transformations of (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylates into pyridine and pyrrole derivatives

  摘要：

  New, highly functionalised (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylates proved to be useful and versatile reagents in the formation of highly substituted pyridine, N-aminopyridine, pyrrole and pyrido[3,4-c]pyridazine derivatives. The formation of the particular type heterocyclic system is dependent on the starting (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate. By an appropriate choice of different ester groups it is possible to drive the reactions towards the formation of either pyridine or pyrrole derivatives. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.109
• 作为产物：
  描述：

  丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 、 甲基(2Z)-2-(苯甲酰基氨基)-3-(二甲基氨基)丙烯酸酯 以 乙腈 为溶剂， 反应 3.33h， 以62%的产率得到2,3-di-tert-butyl 1-methyl (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate
  参考文献：
  名称：

  Regiospecific [2+2] cycloadditions of electron-poor acetylenes to (Z)-2-acylamino-3-dimethylaminopropenoates: synthesis of highly functionalised buta-1,3-dienes

  摘要：

  Microwave-assisted [2+2] cycloaddition reactions of 2-amino-3-dimethylaminopropenoates with acetylenecarboxylates furnished highly functionalised 1-amino-4-(dimethylamino)buta-1,3-dienes in 40-94% yields. All reactions were observed to consistently produce single geometrical isomers, and in cases where non-symmetrical acetylenes were employed the reactions proceeded in a regiospecific manner. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.021

文献信息

• Transformations of (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylates into pyridine and pyrrole derivatives
  作者：Uroš Uršič、Jurij Svete、Branko Stanovnik

  DOI：10.1016/j.tet.2008.07.109

  日期：2008.10

  New, highly functionalised (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylates proved to be useful and versatile reagents in the formation of highly substituted pyridine, N-aminopyridine, pyrrole and pyrido[3,4-c]pyridazine derivatives. The formation of the particular type heterocyclic system is dependent on the starting (1E,3E)-1-(benzoylamino)-4-(dimethylamino)buta-1,3-diene-1,2,3-tricarboxylate. By an appropriate choice of different ester groups it is possible to drive the reactions towards the formation of either pyridine or pyrrole derivatives. (C) 2008 Elsevier Ltd. All rights reserved.
• Regiospecific [2+2] cycloadditions of electron-poor acetylenes to (Z)-2-acylamino-3-dimethylaminopropenoates: synthesis of highly functionalised buta-1,3-dienes
  作者：Uroš Uršič、Uroš Grošelj、Anton Meden、Jurij Svete、Branko Stanovnik

  DOI：10.1016/j.tetlet.2008.04.021

  日期：2008.6

  Microwave-assisted [2+2] cycloaddition reactions of 2-amino-3-dimethylaminopropenoates with acetylenecarboxylates furnished highly functionalised 1-amino-4-(dimethylamino)buta-1,3-dienes in 40-94% yields. All reactions were observed to consistently produce single geometrical isomers, and in cases where non-symmetrical acetylenes were employed the reactions proceeded in a regiospecific manner. (C) 2008 Elsevier Ltd. All rights reserved.