3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-tert-butyl ester | 528894-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-tert-butyl ester
• 英文别名: 5-(tert-butoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid；2,4-dimethyl-5-[(2-methylpropan-2-yl)oxycarbonyl]-1H-pyrrole-3-carboxylic acid
• CAS: 528894-85-1
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: VQMOJZQLVYCPTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-tert-butyl ester 在 (diethylamido)sulfur trifluoride 作用下， 以 二氯甲烷 为溶剂， 生成 4-Fluorocarbonyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Total syntheses of 8-formyl-8-demethylprotoporphyrin IX, 8-(hydroxymethyl)-8-demethylprotoporphyrin IX, and 8-fluoromethyl analogs of protoporphyrin IX

  摘要：

  DOI：

  10.1021/jo00275a009
• 作为产物：
  描述：

  4-benzyl 2-(tert-butyl) 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以6.7 g的产率得到3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-tert-butyl ester
  参考文献：
  名称：

  Synthesis and pharmacological characterisation of 2,4-Dicarboxy-pyrroles as selective non-Competitive mGluR1 antagonists

  摘要：

  Metabotropic glutamate receptors (mGluRs) are an unusual family of G-protein coupled receptor (GPCR), and are characterised by a large extracellular N-terminal domain that contains the glutamate binding site. We have identified a new class of non-competitive metabotropic glutamate receptor 1 (mGluR1) antagonists, 2,4-dicarboxy-pyrroles which are endowed with nano-molar potency. They interact within the 7 transmembrane (7TM) domain of the receptor and show antinociceptive properties when tested in a number of different animal models. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00424-8

文献信息

• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2008157273A1

  公开（公告）日：2008-12-24

  [EN] The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.
  [FR] La présente invention concerne des composés qui sont des inhibiteurs non nucléosidiques de la transcriptase inverse, ainsi que des procédés de préparation et d'utilisation de ces composés. Plus précisément, la présente invention concerne des méthodes d'utilisation de ces composés dans le traitement d'une infection par le virus de l'immunodéficience humaine.
• Synthesis and pharmacological characterisation of 2,4-Dicarboxy-pyrroles as selective non-Competitive mGluR1 antagonists
  作者：Fabrizio Micheli、Romano Di Fabio、Paolo Cavanni、Joseph M Rimland、Anna Maria Capelli、Cristiano Chiamulera、Mauro Corsi、Corrado Corti、Daniele Donati、Aldo Feriani、Francesco Ferraguti、Micaela Maffeis、Andrea Missio、Emiliangelo Ratti、Alfredo Paio、Roberta Pachera、Mauro Quartaroli、Angelo Reggiani、Fabio Maria Sabbatini、David G Trist、Annarosa Ugolini、Giovanni Vitulli

  DOI：10.1016/s0968-0896(02)00424-8

  日期：2003.1

  Metabotropic glutamate receptors (mGluRs) are an unusual family of G-protein coupled receptor (GPCR), and are characterised by a large extracellular N-terminal domain that contains the glutamate binding site. We have identified a new class of non-competitive metabotropic glutamate receptor 1 (mGluR1) antagonists, 2,4-dicarboxy-pyrroles which are endowed with nano-molar potency. They interact within the 7 transmembrane (7TM) domain of the receptor and show antinociceptive properties when tested in a number of different animal models. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Total syntheses of 8-formyl-8-demethylprotoporphyrin IX, 8-(hydroxymethyl)-8-demethylprotoporphyrin IX, and 8-fluoromethyl analogs of protoporphyrin IX
  作者：Kevin M. Snow、Kevin M. Smith

  DOI：10.1021/jo00275a009

  日期：1989.7