1-Benzyl-3-(2-methylpropyl)pyrrole-2,5-dione | 935525-82-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-Benzyl-3-(2-methylpropyl)pyrrole-2,5-dione
• 英文别名: 1-benzyl-3-(2-methylpropyl)pyrrole-2,5-dione
• CAS: 935525-82-9
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: BNDWNDAEXKWHTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzyl-3-(2-methylpropyl)pyrrole-2,5-dione 在 aluminum tri-bromide 、 tris(dibenzylideneacetone)dipalladium (0) 氢氧化钾 、 N-甲基二环己基胺 、 溴 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]furan-2,5-dione
  参考文献：
  名称：

  A concise synthesis of maleic anhydride and maleimide natural products found in Antrodia camphorata

  摘要：

  Recently, the natural products maleic anhydride I and maleimides 2 and 3 have been isolated from the mycelium of Antrodia Camphorata, each displaying activity in LLC cell lines. We describe a concise synthesis of each of these natural compounds utilizing C-C cross-coupling methodology, namely, the Negishi and Suzuki reactions. This efficient and high yielding synthesis is convergent lending itself to production of medicinal analogues. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.169
• 作为产物：
  描述：

  2-methylpropyl zinc bromide 、 N-benzyl-3-bromomaleimide 在 bis(triphenylphosphine)nickel(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以49%的产率得到1-Benzyl-3-(2-methylpropyl)pyrrole-2,5-dione
  参考文献：
  名称：

  A concise synthesis of maleic anhydride and maleimide natural products found in Antrodia camphorata

  摘要：

  Recently, the natural products maleic anhydride I and maleimides 2 and 3 have been isolated from the mycelium of Antrodia Camphorata, each displaying activity in LLC cell lines. We describe a concise synthesis of each of these natural compounds utilizing C-C cross-coupling methodology, namely, the Negishi and Suzuki reactions. This efficient and high yielding synthesis is convergent lending itself to production of medicinal analogues. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.169

文献信息

• A concise synthesis of maleic anhydride and maleimide natural products found in Antrodia camphorata
  作者：Scott G. Stewart、Marta E. Polomska、Rou Wei Lim

  DOI：10.1016/j.tetlet.2007.01.169

  日期：2007.3

  Recently, the natural products maleic anhydride I and maleimides 2 and 3 have been isolated from the mycelium of Antrodia Camphorata, each displaying activity in LLC cell lines. We describe a concise synthesis of each of these natural compounds utilizing C-C cross-coupling methodology, namely, the Negishi and Suzuki reactions. This efficient and high yielding synthesis is convergent lending itself to production of medicinal analogues. (c) 2007 Elsevier Ltd. All rights reserved.