ethyl 1-cyclohexyl-2-methylpyrrole-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 1-cyclohexyl-2-methylpyrrole-3-carboxylate
• 英文别名: 3-carbethoxy-1-cyclohexyl-2-methylpyrrole
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: ILOBHHQBIVOXSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-乙酰基-γ-丁内酯 在 N-氯代丁二酰亚胺 、 对甲苯磺酸 作用下， 以 四氯化碳 、 乙醇 、 苯 为溶剂， 反应 6.5h， 生成 ethyl 1-cyclohexyl-2-methylpyrrole-3-carboxylate
  参考文献：
  名称：

  A new synthesis of alkyl 1-alkyl-2-methylpyrrole-3-carboxylates by ring transformation of 2-chloro-2-acetimidoylbutyrolactones

  摘要：

  Reaction of 2-chloro-2-acetimidoylbutyrolactones with sodium methoxide or sodium ethoxide in the corresponding alcohol provides a facile one-step synthesis of methyl or ethyl 1-alkyl-2-methylpyrrole-3-carboxylates from readily available starting materials. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00108-8

文献信息

• An efficient and convenient synthesis of 1,2,3-trisubstituted pyrroles via iodocyclization from ethyl acetoacetate
  作者：Pengfei Xu、Kunzhu Huang、Zhiguo Liu、Ming Zhou、Wenbin Zeng

  DOI：10.1016/j.tetlet.2013.03.094

  日期：2013.6

  A novel and efficient methodology for the synthesis of 1,2,3-trisubstituted pyrroles by one-pot two-step reaction has been developed. The iodocyclization of a series of β-enamino esters followed by dehydroiodination, led to the formation of corresponding pyrroles. This approach provides an easy access to a wide range of 1,2,3-trisubstituted pyrroles.

  通过一锅两步反应合成1,2,3-三取代的吡咯的一种新颖而有效的方法已经被开发出来。一系列β-烯氨基酯的碘环化，然后进行脱氢碘化作用，导致形成相应的吡咯。这种方法可轻松获得各种1,2,3-三取代的吡咯。
• A Two Step Synthesis of 1,2,3-Substituted Pyrroles
  作者：Anna C. Cunha、Leticia O.R. Pereira、Rodrigo O. P. de Souza、Maria Cecilia B. V. de Souza、Vitor F. Ferreira

  DOI：10.1080/00397910008086932

  日期：2000.9

  A method for preparing substituted pyrroles 3a-g in two steps from dihydrofurans 2a-b which were synthesized from alpha,alpha'-diazocarbonyl derivatives 1a-b was developed. The relevance of this research work lies in the easiness of preparing the substituted dihydrofurans and transforming them into pyrroles under mild conditions.