Fumarsaeure-bis-(tert-butyl)diamid | 153716-04-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Fumarsaeure-bis-(tert-butyl)diamid
• 英文别名: N,N'-di-tert-butylfumaramide；N,N'-di-tert-butyl-fumaramide；N,N'-Di-tert-butyl-fumaramid；Fumarsaeure-bis-tert.-butylamid；(E)-N,N'-ditert-butylbut-2-enediamide
• CAS: 153716-04-2
• 化学式: C₁₂H₂₂N₂O₂
• 分子量: 226.319
• InChiKey: QVJHNCMLYLFOQC-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Fumarsaeure-bis-(tert-butyl)diamid 在 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以45%的产率得到N-tert-Butylglyoxylicamide
  参考文献：
  名称：

  一些不对称桥联的吡啶的合成。

  摘要：

  使用分子内和分子间迈克尔加成作为关键反应合成新的不对称三联吡啶1和2，然后构建中心吡啶环。特吡啶1代表迄今未知​​的六环系统。

  DOI：

  10.1021/jo016250v
• 作为产物：
  描述：

  N-叔丁基丙烯酰胺 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 生成 Fumarsaeure-bis-(tert-butyl)diamid
  参考文献：
  名称：

  Efficient synthesis of fumaric amides through cross-metathesis of acrylic amides with the NHC Grubbs ruthenium catalyst

  摘要：

  Application of the second generation Grubbs metathesis catalyst for the homo-cross-metathesis of acroyl amides from chiral amines is reported. This efficient and high-yielding reaction provides a side-product free synthesis of fumaric acid diamides which are formed with complete (E)-selectivity under the reaction conditions. In particular, products which cannot be synthesized from the corresponding fumaroyl chloride via classic condensation route can now be provided in excellent yields (88-98%) with a catalyst loading from 2.5 mol% to even 0.375 mol%. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.07.116

文献信息

• Koenig, Stephan; Lohberger, Severin; Ugi, Ivar, Synthesis, 1993, # 12, p. 1233 - 1234
  作者：Koenig, Stephan、Lohberger, Severin、Ugi, Ivar

  DOI：——

  日期：——
• Über alkylierte Amide bicyclischer Dicarbonsäuren, 4. Mitt.:
  作者：H. Koch、J. Kotlan

  DOI：10.1007/bf01185918

  日期：1965.11
• A New Reaction of Nitriles. III. Amides from Dinitriles
  作者：Frederic R. Benson、John J. Ritter

  DOI：10.1021/ja01180a075

  日期：1949.12
• Synthesis of Some Unsymmetrical Bridged Terpyridines
  作者：T. Ross Kelly、Rimma L. Lebedev

  DOI：10.1021/jo016250v

  日期：2002.4.1

  Novel unsymmetrical terpyridines 1 and 2 are synthesized using intra- and intermolecular Michael additions as the key reactions, followed by the construction of the central pyridine ring. Terpyridine 1 represents a heretofore unknown hexacyclic ring system.

  使用分子内和分子间迈克尔加成作为关键反应合成新的不对称三联吡啶1和2，然后构建中心吡啶环。特吡啶1代表迄今未知​​的六环系统。
• Efficient synthesis of fumaric amides through cross-metathesis of acrylic amides with the NHC Grubbs ruthenium catalyst
  作者：Jan Streuff、Kilian Muñiz

  DOI：10.1016/j.jorganchem.2005.07.116

  日期：2005.12

  Application of the second generation Grubbs metathesis catalyst for the homo-cross-metathesis of acroyl amides from chiral amines is reported. This efficient and high-yielding reaction provides a side-product free synthesis of fumaric acid diamides which are formed with complete (E)-selectivity under the reaction conditions. In particular, products which cannot be synthesized from the corresponding fumaroyl chloride via classic condensation route can now be provided in excellent yields (88-98%) with a catalyst loading from 2.5 mol% to even 0.375 mol%. (c) 2005 Elsevier B.V. All rights reserved.