4-ethyl-3-propyl-1H-pyrrole-2-carboxylic acid ethyl ester | 128812-34-0

• 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-ethyl-3-propyl-1H-pyrrole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 4-ethyl-3-propyl-1H-pyrrole-2-carboxylate
• CAS: 128812-34-0
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: BFFTWUQHEPVOTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-硝基庚烷-4-醇 在 Amberlite IR-⁽¹²⁰⁾ plus cation exchange resin 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 various solvent(s) 为溶剂， 生成 4-ethyl-3-propyl-1H-pyrrole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Remarkable solvent effect in Barton–Zard pyrrole synthesis: application in an efficient one-step synthesis of pyrrole derivatives

  摘要：

  A unique solvent effect encountered in the Barton-Zard pyrrole synthesis was exploited to develop an efficient synthesis of pyrrole-2-esters. The chemistry was extended to a one-pot synthesis of pyrrole-2,4-dicarboxylates. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.167

文献信息

• Synthesis of Pyrroles via Ethyl<i>N</i>-(3-Oxo-1-alkenyl)glycinates
  作者：Hermann K. Hombrecher、Gaby Horter

  DOI：10.1055/s-1990-26883

  日期：——

  The reaction of ethyl glycinate hydrochloride (1) with 1,3-dicarbonyl compounds 2a-g in presence of triethylamine leads to the formation of ethyl N-(3-oxo-1-alkenyl)glycinates 3a-g. These compounds are easily converted to the pyrroles 4a-g by base-catalyzed intramolecular Knoevenagel condensation.

  甘氨酸乙酯盐酸盐（1）与 1,3-二羰基化合物 2a-g 在三乙胺存在下发生反应，生成 N-(3-氧代-1-烯基)甘氨酸乙酯 3a-g。通过碱催化的分子内克诺文纳格尔缩合作用，这些化合物很容易转化为吡咯 4a-g。
• Remarkable solvent effect in Barton–Zard pyrrole synthesis: application in an efficient one-step synthesis of pyrrole derivatives
  作者：Apurba Bhattacharya、Sankara Cherukuri、Robert Erik Plata、Nitinchandra Patel、Victoriano Tamez、John A. Grosso、Michael Peddicord、Venkatapuram A. Palaniswamy

  DOI：10.1016/j.tetlet.2006.05.167

  日期：2006.7

  A unique solvent effect encountered in the Barton-Zard pyrrole synthesis was exploited to develop an efficient synthesis of pyrrole-2-esters. The chemistry was extended to a one-pot synthesis of pyrrole-2,4-dicarboxylates. (c) 2006 Elsevier Ltd. All rights reserved.