2,5-diketo-3,4-dihydroxyhexane | 36871-95-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-diketo-3,4-dihydroxyhexane
• 英文别名: erythro-1,6-dideoxy-[2,5]hexodiulose；meso-3,4-dihydroxy-hexane-2,5-dione；erythro-2,5-Hexodiulose, 1,6-dideoxy-；(3R,4S)-3,4-dihydroxyhexane-2,5-dione
• CAS: 36871-95-1
• 化学式: C₆H₁₀O₄
• 分子量: 146.143
• InChiKey: RQDWELNLPMBYMA-OLQVQODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,5-二氢-2,5-二甲氧基-2,5-二甲基呋喃 在 四氧化锇 potassium chlorate 作用下， 以 四氢呋喃 为溶剂， 生成 2,5-diketo-3,4-dihydroxyhexane
  参考文献：
  名称：

  Syntheses of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (furaneol), a flavor principle of pineapple and strawberry

  摘要：

  DOI：

  10.1021/jo00941a025

文献信息

• WO2006/48795
  申请人：——

  公开号：——

  公开（公告）日：——
• Popoff,T. et al., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1978, vol. 32, p. 1 - 7
  作者：Popoff,T. et al.

  DOI：——

  日期：——
• Directed evolution of the dioxygenase complex for the synthesis of furanone flavor compounds
  作者：Lisa M. Newman、Henry Garcia、Tomas Hudlicky、Sergey A. Selifonov

  DOI：10.1016/j.tet.2003.10.105

  日期：2004.1

  Herein we report a new preparation of 4-hydroxy-2,5-dimethyl-2,3 -dihydrofuran-3-one, the flavor compound strawberry furanone, based on a 'green' approach with a minimum number of steps. The first step is an enzymatic dioxygenation of p-xylene to form cyclohexadiene-cis-diol, followed by ring opening via ozonolysis, and ring closure to form the furanone. In efforts to improve the efficiency of the enzymatic step, a directed evolution approach was taken to increase the substrate specificity and selectivity of the toluene dioxygenase enzyme system. (C) 2003 Elsevier Ltd. All rights reserved.
• Syntheses of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (furaneol), a flavor principle of pineapple and strawberry
  作者：George Buechi、Edouard Demole、Alan F. Thomas

  DOI：10.1021/jo00941a025

  日期：1973.1