2-tert-butyl-1H-pyrrole-3-carboxylic acid ethyl ester | 1426858-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-tert-butyl-1H-pyrrole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(tert-butyl)-1H-pyrrole-3-carboxylate；ethyl 2-tert-butyl-1H-pyrrole-3-carboxylate
• CAS: 1426858-47-0
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: CUSMRZXRENBDPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  反式-4-氧基-2-丁烯酸乙酯 在 silver hexafluoroantimonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 生成 2-tert-butyl-1H-pyrrole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  A New Pyrrole Synthesis via Silver(I)-Catalyzed Cycloaddition of Vinylogous Diazoester and Nitrile

  摘要：

  A new synthesis of di- and trisubstituted pyrroles was achieved by treating in situ generated vinylogous diazoesters and readily available nitriles with a catalytic amount of silver(I) antimony hexafluoride at room temperature. This method showcased the potential of utilizing silver(I) carbenoids in preparing heterocyclic compounds.

  DOI：

  10.1021/ol400062w

文献信息

• Regioselective Synthesis of Functionalized Pyrroles<i>via</i>Gold(I)-Catalyzed [3+2] Cycloaddition of Stabilized Vinyl Diazo Derivatives and Nitriles
  作者：Giacomo Lonzi、Luis A. López

  DOI：10.1002/adsc.201300346

  日期：2013.7.8

  The reaction of nitriles with alkenyldiazo compounds in the presence of gold catalysts provides functionalized pyrrole derivatives in moderate to high yields. This formal [3+2] cyclization reaction takes place with complete regioselectivity. The observed regiochemical outcome suggests the attack of the nitrile to the terminal position of the alkenylgold carbenoid (vinylogous reactivity). A broad range

  在金催化剂的存在下腈与烯基重氮化合物的反应以中等至高产率提供官能化的吡咯衍生物。该正式的[3 + 2]环化反应以完全的区域选择性进行。观察到的区域化学结果表明腈对烯基金类胡萝卜素的末端位置的攻击（葡萄酒反应性）。广泛的腈（包括带有官能团的腈）与这种环化反应相容。
• QUINOLONE COMPOUND
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：US20140179675A1

  公开（公告）日：2014-06-26

  The present invention provides a compound represented by the formula (I) wherein X is a hydrogen atom or a fluorine atom; R is a hydrogen atom or alkyl; R 1 is (1) cyclopropyl optionally substituted by 1 to 3 halogen atoms or (2) phenyl optionally substituted by 1 to 3 halogen atoms; R 2 is alkyl, alkoxy, haloalkoxy, a halogen atom, cyano, etc.; and R 3 is 7-oxo-7,8-dihydro-1,8-naphthyridinyl, 3-pyridyl, etc., or a salt thereof. The compound of the present invention has excellent antimicrobial activity against Clostridium difficile and is useful for the prevention or treatment of intestinal infection such as Clostridium difficile -associated diarrhea.

  本发明提供了一种由式(I)表示的化合物 其中X是氢原子或氟原子；R是氢原子或烷基；R 1 是(1)环丙基，可选地取代1至3个卤素原子，或(2)苯基，可选地取代1至3个卤素原子；R 2 是烷基，烷氧基，卤代烷氧基，卤素原子，氰基等；R 3 是7-氧代-7,8-二氢-1,8-萘啉基，3-吡啶基等，或其盐。本发明的化合物对 艰难梭菌 具有优异的抗菌活性，并可用于预防或治疗肠道感染，如 艰难梭菌 相关性腹泻。
• A New Pyrrole Synthesis via Silver(I)-Catalyzed Cycloaddition of Vinylogous Diazoester and Nitrile
  作者：Roland J. Billedeau、Klara R. Klein、Daniel Kaplan、Yan Lou

  DOI：10.1021/ol400062w

  日期：2013.4.5

  A new synthesis of di- and trisubstituted pyrroles was achieved by treating in situ generated vinylogous diazoesters and readily available nitriles with a catalytic amount of silver(I) antimony hexafluoride at room temperature. This method showcased the potential of utilizing silver(I) carbenoids in preparing heterocyclic compounds.