diethyl 2-oxo-3-fluorobutan-1,4-dioate sodium salt | 7582-61-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-oxo-3-fluorobutan-1,4-dioate sodium salt
• 英文别名: sodium salt of diethy; fluoro-oxaloacetate；diethyl fluorooxaloacetate sodium salt；sodium diethylfluoroxaloacetate
• CAS: 7582-61-8
• 化学式: C₈H₁₀FO₅*Na
• 分子量: 228.153
• InChiKey: YOHNYGXDFZXZII-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.34
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.66
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-oxo-3-fluorobutan-1,4-dioate sodium salt 、 2-Thioxo-1,3-dithiol-4-carbaldehyd 以 四氢呋喃 为溶剂， 反应 3.0h， 以42%的产率得到(Z)-2-Fluoro-3-(2-thioxo-[1,3]dithiol-4-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  An expedient stereoselective access to (Z)-2-fluoroalkenoates

  摘要：

  The reaction between an aldehyde R-CHO and diethyl 2-oxo-3-fluorobutan-1,4-dioate as its sodium salt EtO2C-CO-CF-CO2Et-, Na+ mainly leads in THF to (Z)-2-fluoroalkenoates R-CH=CF-CO2Et (Z/E greater-than-or-equal-to 80/20), the Z-stereoselectivity depending on the bulk of the R group.

  DOI：

  10.1016/s0040-4039(00)91826-4
• 作为产物：
  描述：

  草酸二甲酯 、 氟乙酸乙酯 在 sodium ethanolate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 生成 diethyl 2-oxo-3-fluorobutan-1,4-dioate sodium salt
  参考文献：
  名称：

  [EN] PRODUCTION METHOD OF ACRYLIC ACID DERIVATIVE
  [FR] PROCÉDÉ DE PRODUCTION DE DÉRIVÉ D'ACIDE ACRYLIQUE
  [JA] アクリル酸誘導体の製造方法

  摘要：

  本文旨在提供一种能够以高转化率和/或高收率制造丙烯酸诱导体的新方法。该问题可以通过采用以下公式（1）表示的丙烯酸诱导体制造方法来解决：[其中，R1代表氢原子等，R3代表氢原子等，X代表氢原子等]；采用以下公式（A3A）表示的有机金属化合物或采用以下公式（A3B）表示的有机金属化合物，或它们的组合，与质子供体和醛化合物接触，以生产公式（1）中所述的化合物的步骤B。

  公开号：

  WO2022054894A1

文献信息

• Anticandidal activity of pyrimidine-peptide conjugates
  作者：Jen-Shing Ti、Alvin S. Steinfeld、Fred Naider、Ali Gulumoglu、Sam V. Lewis、Jeffrey M. Becker

  DOI：10.1021/jm00182a019

  日期：1980.8

  The ability of conjugates of peptides and 5-fluorocytosine or 5-fluoroorotic acid to enter Candida albicans was investigated. A number of conjugates of 5-fluoroorotic acid and peptides were synthesized using 1-(ethoxy-carbonyl)-2-ethoxy-1,2-dihydroquinoline as the coupling agent. Orotyl-L-leucyl-L-leucine, 5-fluoro-4-(N-succinamoyl-L-alanyl-L-leucine)-2(1H)-pyrimidinone [a 5-fluorocytosine derivative], and 5-fluoroorotyl-L-leucyl-L-leucine all inhibited the uptake of trimethionine into C. albicans WD 18-4. Inhibition by 5-fluoroorotyl-L-leucyl-L-leucine was competitive as judged using double-reciprocal plots. Evaluation of minimum inhibitory concentrations of peptide-5-fluorocytosine conjugates suggest that these conjugates enter C. albicans in the intact form. These results provide the first experimental evidence that peptides can carry pyrimidines into a eukaryote.
• β-Fluoro-coniferyl alcohol does not inhibit lignin biosynthesis in suspension cultures of Picea abies (L.) Karst.
  作者：Mikaela Gustafsson、Anna Kärkönen、Liisa K Simola、Teemu H Teeri、Jussi Sipilä、Ilkka Kilpeläinen、Gösta Brunow

  DOI：10.1016/s0031-9422(01)00251-5

  日期：2001.9

  A fluorinated analogue of coniferyl alcohol has been reported to be a specific inhibitor of oxidases involved in the biosynthesis of lignin. The Z isomer of beta -fluoro-coniferyl alcohol was synthesized and used for the preparation of dehydrogenation polymers (DHPs) and was also tested on lignin producing suspension cultures of spruce (Picea abies (L.) Karst.). The growth of the cells or the production of lignin by the suspension cultures was not significantly affected by the addition of fluoroconiferyl alcohol. This analogue did not form polymers quite as easily as did coniferyl alcohol in oxidation with hydrogen peroxide and horseradish peroxidase. In both cases the beta -fluoroconiferyl alcohol became incorporated in the polymeric product. We were unable to detect any specific inhibition of peroxidase activity, which is at variance with earlier reports of pronounced inhibition of lignin biosynthesis in poplar plantlets by fluoroconiferin, a potential inhibitor of oxidases involved in lignin biosynthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Facile synthesis of optically pure (2R,3R)- and (2R,3S)-3-fluoroglutamic acids using glutamate dehydrogenase
  作者：Anne Vidal-Cros、Michel Gaudry、Andree Marquet

  DOI：10.1021/jo00263a048

  日期：1989.1