2,3-diethyl 4-methyl 1-benzyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate | 1314124-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,3-diethyl 4-methyl 1-benzyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate
• 英文别名: 2-O,3-O-diethyl 4-O-methyl 1-benzyl-5-methylpyrrole-2,3,4-tricarboxylate
• CAS: 1314124-49-6
• 化学式: C₂₀H₂₃NO₆
• 分子量: 373.406
• InChiKey: FBSWPUWMZWRJQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸甲酯 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 2,3-diethyl 4-methyl 1-benzyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate
  参考文献：
  名称：

  An efficient and convenient synthesis of pentasubstituted pyrroles from alkyl acetoacetates, dialkyl acetylenedicarboxylates, and amines

  摘要：

  A simple and efficient synthesis of pentasubstituted pyrroles has been developed using a one-pot, two-step reaction. The synthesis of a series of 4-hydroxypenta-1,3-diene-tricarboxylates from alkyl acetoacetates and dialkyl acetylenedicarboxylates in the presence of K2CO3, followed by cyclization with amines, gave the corresponding pyrroles in excellent yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.025

文献信息

• A Novel Assembly of Substituted Pyrroles by Acid-Catalyzed Sequential Three-Component Reaction of Amines, Alkynoates, and 1,2-Diaza-1,3-dienes
  作者：Orazio A. Attanasi、Gianfranco Favi、Fabio Mantellini、Giada Moscatelli、Stefania Santeusanio

  DOI：10.1002/adsc.201100094

  日期：2011.6

  A novel protocol for the assembly of polysubstituted pyrroles has been developed through the acid‐catalyzed, sequential three‐component reaction of primary aliphatic amines, alkynoates and 1,2‐diaza‐1,3‐dienes (DDs). This methodology proceeds with complete chemo‐/regioselectivity involving first formation of an enamino ester intermediate, in situ Michael addition with azo‐ene compounds and subsequent

  通过伯脂肪族胺，炔酸和1,2-二氮杂-1,3-二烯（DDs）的酸催化顺序三组分反应，开发了一种多取代吡咯组装的新方案。该方法具有完全的化学/区域选择性，包​​括首先形成烯氨基酯中间体，与偶氮烯化合物在原位迈克尔加成，然后进行分子内闭环。