4-n-butyl-1,2-diphenyl-1H-pyrrole | 1128264-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-n-butyl-1,2-diphenyl-1H-pyrrole
• 英文别名: 4-butyl-1,2-diphenyl-1H-pyrrole；4-Butyl-1,2-diphenylpyrrole
• CAS: 1128264-10-7
• 化学式: C₂₀H₂₁N
• 分子量: 275.393
• InChiKey: JKXMRXCFTKBFJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  tert-butyl 3-n-butyl-2-methoxy-5-oxopyrrolidine-1-carboxylate 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 二丁醚 为溶剂， -78.0~150.0 ℃ 、827.39 kPa 条件下， 反应 1.5h， 生成 4-n-butyl-1,2-diphenyl-1H-pyrrole
  参考文献：
  名称：

  A facile synthesis of 5-alkoxypyrrol-2(5H)-ones using a modified aza-Achmatowicz oxidation

  摘要：

  An efficient approach to 2,4-disubstituted pyrroles has been uncovered and is based on an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with various alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine. The overall process can be carried out under mild conditions and complements existing methods to prepare 2,4-disubstituted pyrroles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.011

文献信息

• Synthesis of 2,4-Disubstituted Pyrroles by Rearrangements of 2-Furanyl Carbamates
  作者：Sezgin Kiren、Xuechuan Hong、Carolyn A. Leverett、Albert Padwa

  DOI：10.1021/ol900059e

  日期：2009.3.19

  2,4-Disubstituted pyrroles were synthesized by an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with different alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine.

  通过呋喃基氨基甲酸酯的氧化重排，然后使所得的5-甲氧基吡咯-2（5 H）-one与不同的烷基锂酸酯顺序反应，合成了2,4-二取代的吡咯。该方法的最后步骤涉及将开环的1-甲氧基-5-氧戊基氨基甲酸酯与伯胺一起加热。
• A facile synthesis of 5-alkoxypyrrol-2(5H)-ones using a modified aza-Achmatowicz oxidation
  作者：Sezgin Kiren、Xuechuan Hong、Carolyn A. Leverett、Albert Padwa

  DOI：10.1016/j.tet.2009.03.011

  日期：2009.8

  An efficient approach to 2,4-disubstituted pyrroles has been uncovered and is based on an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with various alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine. The overall process can be carried out under mild conditions and complements existing methods to prepare 2,4-disubstituted pyrroles. (C) 2009 Elsevier Ltd. All rights reserved.