4-甲酰基呋喃-2-甲酸甲酯 | 1170719-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 4-甲酰基呋喃-2-甲酸甲酯
• 中文别名: 4-甲酰基-2-呋喃甲酸甲酯
• 英文名称: methyl 4-formylfuran-2-carboxylate
• 英文别名: 4-formyl-furan-2-carboxylic acid methyl ester；Methyl 4-formylfuran-2-carboxylate
• CAS: 1170719-56-8
• 化学式: C₇H₆O₄
• 分子量: 154.122
• InChiKey: UFNMWIZRGZCUAN-UHFFFAOYSA-N

物化性质

• 沸点：
  267.9±25.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 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：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲酰基呋喃-2-甲酸甲酯 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 4.0h， 生成 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：

  3-糠醛 、 氯甲酸甲酯 在 吗啉 、 正丁基锂 、 仲丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 环己烷 为溶剂， 反应 3.58h， 以34%的产率得到4-甲酰基呋喃-2-甲酸甲酯
  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

• Pd‐Catalyzed Selective Carbonylation of <i>gem</i> ‐Difluoroalkenes: A Practical Synthesis of Difluoromethylated Esters
  作者：Jiawang Liu、Ji Yang、Francesco Ferretti、Ralf Jackstell、Matthias Beller

  DOI：10.1002/anie.201813801

  日期：2019.3.26

  described. This novel catalytic transformation proceeds in the presence of Pd(acac)2/1,2‐bis((di‐tert‐butylphosphan‐yl)methyl)benzene (btbpx) (L4) and allows for an efficient and straightforward access to a range of difluoromethylated esters in high yields and regioselectivities. The synthetic utility of the protocol is showcased in the practical synthesis of a Cyclandelate analogue using this methodology

  描述了宝石二氟烯烃烷氧基羰基化的第一种催化剂。在Pd（acac）2 / 1,2-双（（二叔丁基膦基）甲基）苯（btbpx）（L4）的存在下进行这种新颖的催化转化过程，可以有效而直接地获得一系列二氟甲基化酯的高收率和区域选择性。使用该方法学作为关键步骤，在环戊酸酯类似物的实际合成中展示了该协议的综合用途。
• Arylmethoxy Isoindoline Derivatives and Compositions Comprising and Methods of Using the Same
  申请人：Man Hon-Wah

  公开号：US20110196150A1

  公开（公告）日：2011-08-11

  Provided are 4′-arylmethoxy isoindoline compounds, and pharmaceutically acceptable salts, solvates, clathrates, stereoisomers, and prodrugs thereof. Methods of use, and pharmaceutical compositions of these compounds are disclosed.

  提供了4'-芳基甲氧基异吲哚啉化合物，以及其药用盐、溶剂合物、包合物、立体异构体和前药。公开了这些化合物的使用方法和药物组合物。
• ARYLMETHOXY ISOINDOLINE DERIVATIVES AND COMPOSITIONS COMPRISING AND METHODS OF USING THE SAME
  申请人：Celgene Corporation

  公开号：US20180037567A1

  公开（公告）日：2018-02-08

  Provided are 4′-arylmethoxy isoindoline compounds, and pharmaceutically acceptable salts, solvates, clathrates, stereoisomers, and prodrugs thereof. Methods of use, and pharmaceutical compositions of these compounds are disclosed.

  提供了4'-芳基甲氧基异吲哚啉化合物及其药学上可接受的盐、溶剂合物、笼合物、立体异构体和前药。公开了这些化合物的使用方法和药物组合物。
• Arylmethoxy isoindoline derivatives and compositions comprising and methods of using the same
  申请人：Celgene Corporation

  公开号：US10189814B2

  公开（公告）日：2019-01-29

  Provided are 4′-arylmethoxy isoindoline compounds, and pharmaceutically acceptable salts, solvates, clathrates, stereoisomers, and prodrugs thereof. Methods of use, and pharmaceutical compositions of these compounds are disclosed.

  本发明提供了 4′-芳基甲氧基异吲哚啉化合物及其药学上可接受的盐、溶液剂、凝胶体、立体异构体和原药。还公开了这些化合物的使用方法和药物组合物。
• US8518972B2
  申请人：——

  公开号：US8518972B2

  公开（公告）日：2013-08-27