D,L-fluorocitric acid triethyl ester | 309-98-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: D,L-fluorocitric acid triethyl ester
• 英文别名: 1-fluoro-2-hydroxy-propane-1,2,3-tricarboxylic acid triethyl ester；1-Fluor-2-hydroxy-propan-1,2,3-tricarbonsaeure-triaethylester；Triethyl-fluorcitrat；Triethyl 1-fluoro-2-hydroxypropane-1,2,3-tricarboxylate
• CAS: 309-98-8
• 化学式: C₁₂H₁₉FO₇
• 分子量: 294.277
• InChiKey: XHQPWWIYSTXAPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  丙二酸单乙酯 、 2-氟-3-氧-丁酸-1,4-二乙酯 在 吡啶 作用下， 以70%的产率得到D,L-fluorocitric acid triethyl ester
  参考文献：
  名称：

  Improved synthesis of d,l-fluorocitric acid

  摘要：

  We propose a decagram synthesis of commercially unavailable fluorocitric acid. The synthesis begins with benzyl fluoroacetate, which is converted to dibenzyl 2-fluoro-3-oxosuccinate, followed by condensation with malonic acid or its monobenzyl ester and subsequent hydrogenolysis. (C) 2011 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2011.07.006

文献信息

• Improved synthesis of d,l-fluorocitric acid
  作者：Ruben Vardanyan、Vlad K. Kumirov、Victor J. Hruby

  DOI：10.1016/j.jfluchem.2011.07.006

  日期：2011.11

  We propose a decagram synthesis of commercially unavailable fluorocitric acid. The synthesis begins with benzyl fluoroacetate, which is converted to dibenzyl 2-fluoro-3-oxosuccinate, followed by condensation with malonic acid or its monobenzyl ester and subsequent hydrogenolysis. (C) 2011 Published by Elsevier B.V.