Tert-butyl 2-hydroxy-2-(4-nitrophenyl)-5-oxopyrrole-1-carboxylate | 1334337-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: Tert-butyl 2-hydroxy-2-(4-nitrophenyl)-5-oxopyrrole-1-carboxylate
• 英文别名: tert-butyl 2-hydroxy-2-(4-nitrophenyl)-5-oxopyrrole-1-carboxylate
• CAS: 1334337-52-8
• 化学式: C₁₅H₁₆N₂O₆
• 分子量: 320.302
• InChiKey: COJHAVCPLVBRSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl N-<2-(5-p-nitrophenylfuryl)>carbamate 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 以91%的产率得到Tert-butyl 2-hydroxy-2-(4-nitrophenyl)-5-oxopyrrole-1-carboxylate
  参考文献：
  名称：

  Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: a high-yielding preparation of 5-hydroxypyrrol-2(5H)-ones

  摘要：

  A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2(5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5-hydroxypyrrol-2(5H)-ones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.084

文献信息

• Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: a high-yielding preparation of 5-hydroxypyrrol-2(5H)-ones
  作者：John Boukouvalas、Richard P. Loach、Etienne Ouellet

  DOI：10.1016/j.tetlet.2011.07.084

  日期：2011.9

  A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2(5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5-hydroxypyrrol-2(5H)-ones. (C) 2011 Elsevier Ltd. All rights reserved.