2-乙基-6-羟基苯甲酸甲酯 | 55836-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-乙基-6-羟基苯甲酸甲酯
• 英文名称: methyl 2-ethyl-6-hydroxybenzoate
• 英文别名: methyl 6-ethylsalicylate；6-Aethyl-2-hydroxy-benzoesaeure-methylester；6-Aethyl-salicylsaeure-methylester
• CAS: 55836-64-1
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: BSNRFXVUOLROJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-乙基-6-羟基苯甲酸甲酯 在 potassium phosphate 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 0.5h， 生成 4-乙基-1-苯并呋喃-3(2H)-酮
  参考文献：
  名称：

  微波辅助合成苯并呋喃-3（2H）-ones

  摘要：

  研究了微波条件下合成苯并呋喃-3（2H）-一的新方法。筛选反应条件，并检查苯甲酸酯底物的合格范围。结果表明，该方法可以简便快捷地获得这些重要的二氢苯并呋喃酮，收率为43％至58％。

  DOI：

  10.17344/acsi.2019.5104
• 作为产物：
  描述：

  2,2,5-trimethyl-4H-benzo[d][1,3]dioxin-4-one 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 dilithium tetrachlorocuprate(II) 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙醚 为溶剂， 反应 6.0h， 生成 2-乙基-6-羟基苯甲酸甲酯
  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

文献信息

• Convenient Synthesis of <i>N</i>-Benzyl-1,4-dihydropyridines, Cyclohexenones, and Bicyclo[3.3.1]nonan-3-one Derivatives from 1-Aza-1,3-butadienes
  作者：Jon K. F. Geirsson、Jonina F. Johannesdottir

  DOI：10.1021/jo960942f

  日期：1996.1.1

  Readily available 1-aza-1,3-butadienes (enimines) react with methyl acetoacetate and acetylacetone in the presence of catalytic amounts of lithium iodide to form in high yields unsymmetrically substituted 1,4-dihydropyridines or cyclohexenones. The reaction pathway depends on the structure of the enimine used. This divergence was not observed when the enimines were reacted with dimethyl 1,3-acetonedicarboxylate

  在催化量的碘化锂存在下，易于获得的1-氮杂-1,3-丁二烯（亚胺）与乙酰乙酸甲酯和乙酰丙酮反应，以高收率形成不对称取代的1,4-二氢吡啶或环己酮。反应途径取决于所用亚胺的结构。当亚胺与1，3-丙酮二羧酸二甲酯反应以明显的立体选择性反应以优异的产率提供双环[3.3.1]壬烷-3-酮衍生物时，未观察到这种差异。
• TRICYCLIC SULFONE COMPOUNDS AND METHODS OF MAKING AND USING SAME
  申请人：ZAFGEN, INC.

  公开号：US20150119456A1

  公开（公告）日：2015-04-30

  The invention provides tricyclic sulfone compounds and their use in treating medical disorders, such as obesity. Pharmaceutical compositions and methods of making various tricyclic compounds are provided. The compounds are contemplated to have activity against methionyl aminopeptidase 2.

  本发明提供了三环磺酮化合物及其在治疗医学疾病（如肥胖症）中的用途。提供了制备各种三环化合物的药物组合物和方法。这些化合物被认为具有针对甲硫氨酰基氨肽酶2的活性。
• US9440943B2
  申请人：——

  公开号：US9440943B2

  公开（公告）日：2016-09-13
• The Scent of Bacteria: Headspace Analysis for the Discovery of Natural Products
  作者：Christian A. Citron、Patrick Rabe、Jeroen S. Dickschat

  DOI：10.1021/np300468h

  日期：2012.10.26

  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.
• Microwave-Assisted Synthesis of Benzofuran-3(2H)-ones
  作者：Xiaojing Hu、Huimin Lai、Fangfei Zhao、Shuyu Hu、Qianqian Sun、Lizhen Fang

  DOI：10.17344/acsi.2019.5104

  日期：——

  A new method for synthesis of benzofuran-3(2H)-one under microwave condition was investigated. The reaction conditon was screened and the eligible scope of benzoate substrates was also examined. It showed that this method could provide a short and facile way to obtain these important dihydrobenzofuranones in yield 43% to 58%.

  研究了微波条件下合成苯并呋喃-3（2H）-一的新方法。筛选反应条件，并检查苯甲酸酯底物的合格范围。结果表明，该方法可以简便快捷地获得这些重要的二氢苯并呋喃酮，收率为43％至58％。