5,6-dideoxy-5,6-difluor-D-fructose | 286852-01-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-dideoxy-5,6-difluor-D-fructose
• 英文别名: Vfozfsinisyilq-uyfozjqfsa-；(3S,4S,5S)-5,6-difluoro-1,3,4-trihydroxyhexan-2-one
• CAS: 286852-01-5
• 化学式: C₆H₁₀F₂O₄
• 分子量: 184.14
• InChiKey: VFOZFSINISYILQ-UYFOZJQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-O-acetyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-D-glucofuranose 在 吡啶 、 Amberlite IR-120 [H⁺] ion-exchange resin 、 immobilised glucose isomerase EC 5.3.1.5 (Sweetzyme T) 、 四丁基氟化铵 、 magnesium sulfate 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 生成 5,6-dideoxy-5,6-difluor-D-fructose
  参考文献：
  名称：

  Synthesis of 5,6-dimodified open-chain d-fructose derivatives and their properties as substrates of bacterial polyol dehydrogenase

  摘要：

  5-Deoxy-5-fluoro-D-xylulose as well as a range of new 5,6-dimodifed open-chain analogues of D-fructose, namely the 5,6-diazido-5,6-dideoxy, 6-azido-5,6-dideoxy, 6-azido-5,6-dideoxy-5-fluoro, 5,6-dideoxy-5-fluoro, 5,6-dideoxy-6-fluoro and 5,6-dideoxy-5,6-difluoro derivatives, were synthesised employing glucose isomerase catalysed isomerisation of the corresponding D-xylo- and D-glucofuranoses as a key step. New compounds as well as some previously reported analogues such as 5-azido-5,6-dideoxy-6-fluoro-D- fructose were shown to be excellent substrates of polyol dehydrogenase from Burkholderia cepacia DSM 50181 with K-m values two orders of magnitude smaller than the corresponding natural substrates. (C) 2000 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00526-1

表征谱图