5-(甲氧羰基)呋喃-3-羧酸 | 1170719-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 5-(甲氧羰基)呋喃-3-羧酸
• 中文别名: 4-羧基-2-呋喃甲酸甲酯；呋喃-2,4-二羧酸-2-甲酯
• 英文名称: 5-(methoxycarbonyl)furan-3-carboxylic acid
• 英文别名: furan-2,4-dicarboxylic acid 2-methyl ester；5-methoxycarbonylfuran-3-carboxylic acid
• CAS: 1170719-57-9
• 化学式: C₇H₆O₅
• 分子量: 170.122
• InChiKey: WJEKCCOEKJGSGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 5-(甲氧羰基)呋喃-3-羧酸 以 四氢呋喃 为溶剂， 反应 3.0h， 以88%的产率得到2,4-dimethyl furan-2,4-dicarboxylate
  参考文献：
  名称：

  The Scent of Bacteria: Headspace Analysis for the Discovery of Natural Products

  摘要：

  Volatile compounds released by 50 bacterial strains, 45 of them actinobacteria in addition to three chloroflexi and two myxobacteria, have been collected by use of a closed-loop stripping apparatus, and the obtained headspace extracts have been analyzed by GC-MS. Excluding terpenes that have recently been published elsewhere, 254 compounds from all kinds of compound classes have been identified. For unambiguous compound identification several reference compounds have been synthesized. Among the detected volatiles 12 new natural products have been found, in addition to mellein, which was released by Saccharopolyspora erythraea. The iterative PKS for this compound has recently been identified by in vitro experiments, but mellein production in S. erythraea has never been reported before. These examples demonstrate that headspace analysis is an important tool for the discovery of natural products that may be overlooked using conventional techniques. The method is alos useful for feeding experiments with isotopically labeled precursors and was applied to investigate the biosynthesis of the unusual nitrogen compound 1-nitro-2-methylpropane, which arises from valine. Furthermore, several streptomycetes emitted compounds that were previously recognized as insect pheromones, thus questioning if bacterial symbionts are involved in insect communication.

  DOI：

  10.1021/np300468h
• 作为产物：
  描述：

  4-甲酰基呋喃-2-甲酸甲酯 在 sodium chlorite 、 sodium dihydrogenphosphate dihydrate 、 2-甲基-2-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.83h， 以78%的产率得到5-(甲氧羰基)呋喃-3-羧酸
  参考文献：
  名称：

  Proximicin A-C的全合成和新型呋喃基DNA结合剂的合成

  摘要：

  天然存在的聚酰胺的总合成proximicin A-C（3 - 5）已经完成。开发了一种短而有效的迄今未知的4-氨基-2-呋喃羧酸的合成方法。此外，这种独特的杂环γ-氨基酸还用于合成由天然产物衍生的新型AT选择性DNA结合剂，这些结合了Proximicin的结构特征与已知的与DNA结合的天然产物netropsin的结构特征（1）和间他霉素（2）。

  DOI：

  10.1021/ol901003p

文献信息

• Total Synthesis of Proximicin A−C and Synthesis of New Furan-Based DNA Binding Agents
  作者：Falko E. Wolter、Kathrin Schneider、Brian P. Davies、Elke R. Socher、Graeme Nicholson、Oliver Seitz、Roderich D. Süssmuth

  DOI：10.1021/ol901003p

  日期：2009.7.2

  The total synthesis of the natural occurring polyamides proximicin A−C (3−5) has been accomplished. A short and efficient synthesis of a thus far unknown 4-amino-2-furan carboxylic acid was developed. Furthermore, this unique heterocyclic γ-amino-acid was used for the synthesis of a new class of AT-selective DNA-binding agents derived from the natural products combining structural features of the proximicins

  天然存在的聚酰胺的总合成proximicin A-C（3 - 5）已经完成。开发了一种短而有效的迄今未知的4-氨基-2-呋喃羧酸的合成方法。此外，这种独特的杂环γ-氨基酸还用于合成由天然产物衍生的新型AT选择性DNA结合剂，这些结合了Proximicin的结构特征与已知的与DNA结合的天然产物netropsin的结构特征（1）和间他霉素（2）。
• [EN] PROCESS FOR THE PRODUCTION OF A MIXTURE OF 2,4- FURANDICARBOXYLIC ACID AND 2,5- FURANDICARBOXYLIC ACID (FDCA) VIA DISPROPORTIONATION REACTION, MIXTURE OF 2,4-FDCA AND 2, 5 - FDCA OBTAINABLE THEREBY, 2, 4 - FDCA OBTAINABLE THEREBY AND USE OF 2,4- FDCA<br/>[FR] PROCÉDÉ DE PRODUCTION D'UN MÉLANGE D'ACIDE 2,4-FURANEDICARBOXYLIQUE ET D'ACIDE 2,5-FURANEDICARBOXYLIQUE (FDCA) PAR RÉACTION DE DISMUTATION, MÉLANGE DE 2,4-FDCA ET DE 2,5-FDCA POUVANT ÊTRE OBTENU PAR CE PROCÉDÉ, 2,4-FDCA POUVANT ÊTRE OBTENU PAR CE PROCÉDÉ ET UTILISATION DE 2,4-FDCA
  申请人：STICHTING DIENST LANDBOUWKUNDI

  公开号：WO2013096998A1

  公开（公告）日：2013-07-04

  The present invention refers to a process for production of a mix¬ ture comprising 2,4-furandicarboxyiic acid (2,4-FDCA) and 2,5 furandicar- boxyiic acid (2,5-FDCA) through the disproportionation route, using as base compounds oxidation products of furfural. This invention also relates to a process for production of 2,4-FDCA as a result of a disproportionation route and the use of 2,4- FDCA as a monomer or comonomer to synthesize esters or any compounds which can generate macromolecules, such as polyesters.

  本发明涉及一种通过不均化反应途径生产2,4-呋喃二甲酸（2,4-FDCA）和2,5-呋喃二甲酸（2,5-FDCA）混合物的工艺，使用糠醛的氧化产物作为碱性化合物。本发明还涉及一种通过不均化反应途径生产2,4-FDCA的工艺，并使用2,4-FDCA作为单体或共聚单体合成酯类或任何能够生成大分子化合物（例如聚酯）的化合物。
• Process For The Production Of The Mixture 2,4 Furandicarboxylic Acid (FDCA) And 2,5 Furandicarboxylic Acid Via Disproportionation Reaction, Mixture Of 2,4-FDCA And 2,5-FDCA As A Result Of Disproportination Reaction, 2,4-FDCA Obtained By The Disproportionation Reaction Process And Use Of 2,4-FDCA
  申请人：van Haveren Jacco

  公开号：US20150119588A1

  公开（公告）日：2015-04-30

  The present invention refers to a process for production of a mixture including 2,4-furandicarboxylic acid (2,4-FDCA) and 2,5 furandicarboxylic acid (2,5-FDCA) through the disproportionation route, using as base compounds oxidation products of furfural. This invention also relates to a process for production of 2,4-FDCA as a result of a disproportionation route and the use of 2,4-FDCA as a monomer or comonomer to synthesize esters or any compounds which can generate macromolecules, such as polyesters.

  本发明涉及一种通过不均化反应途径生产包括2,4-呋喃二甲酸（2,4-FDCA）和2,5-呋喃二甲酸（2,5-FDCA）混合物的工艺，使用糠醛的氧化产物作为基础化合物。本发明还涉及一种通过不均化反应途径生产2,4-FDCA的工艺，并使用2,4-FDCA作为单体或共聚单体合成酯类或任何可以生成大分子化合物的化合物，例如聚酯。
• Site‐Selective Electrochemical C−H Carboxylation of Arenes with CO ₂
  作者：Zhiwei Zhao、Yin Liu、Siyi Wang、Shunyao Tang、Dengke Ma、Zile Zhu、Chengcheng Guo、Youai Qiu

  DOI：10.1002/anie.202214710

  日期：2023.1.16

  A general and selective approach for the electrochemical C−H carboxylation of arenes with CO2 has been developed to obtain the valuable aromatic carboxylic acids with excellent atom economy. High levels of chemo- and regioselectivity were achieved by this electrochemical reductive activation strategy.

  已经开发了一种用于芳烃与 CO 2的电化学 C-H 羧化的通用和选择性方法，以获得具有优异原子经济性的有价值的芳族羧酸。通过这种电化学还原活化策略实现了高水平的化学选择性和区域选择性。
• Process for preparing polyolefins
  申请人：Nippon Petrochemicals Co., Ltd.

  公开号：EP0267794A2

  公开（公告）日：1988-05-18

  A process for preparing a polyolefin by homopolymerizing or copolymerizing an olefin or olefins using a catalyst comprising a solid catalyst component and an organometallic compound, said solid catalyst component being obtained by contacting at least a titanium compound and/or a vanadium compound with a solid material (a), said solid material (a) being obtained by contacting the following components (1), (2) and (3) with one another: (1) a silicon oxide and/or an aluminum oxide, (2) a magnesium halide, and (3) an organometallic compound.

  一种使用由固体催化剂组分和有机金属化合物组成的催化剂，通过均聚或共聚一种或多种烯烃制备聚烯烃的工艺，所述固体催化剂组分通过将至少一种钛化合物和/或钒化合物与固体材料（a）接触而获得，所述固体材料（a）通过将以下组分（1）、（2）和（3）相互接触而获得：（1）氧化硅和/或氧化铝，（2）卤化镁，和（3）有机金属化合物。