dehydroascorbic acid 2-methyl hemi-ketal

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: dehydroascorbic acid 2-methyl hemi-ketal
• 英文别名: (3S,3aR,6aS)-3,6,6a-trihydroxy-6-methoxy-3,3a-dihydro-2H-furo[3,2-b]furan-5-one
• 化学式: C₇H₁₀O₇
• 分子量: 206.152
• InChiKey: KHAOWMQOEBXPCY-DBSCUUFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dehydroascorbic acid 2-methyl hemi-ketal 以 乙腈 为溶剂， 反应 0.5h， 以66%的产率得到dehydroascorbic acid dimer
  参考文献：
  名称：

  Preparation of dehydro-l-ascorbic acid dimer by air oxidation of l-ascorbic acid in the presence of catalytic amounts of copper(II) acetate and pyridine

  摘要：

  The catalytic system Cu(ACO)(2)-Pyridine 1:4 mol% in methanol, slowly catalyses the air oxidation of ascorbic acid to the 2-methyl hemi-ketal of dehydroascorbic acid 5, and hydrogen peroxide. However, with Cu(ACO)2-Pyridine 3:4 mol% the air oxidation is quite fast and no hydrogen peroxide is present at the end of the reaction. Removal of the catalyst and refluxing the foamy 5 in MeCN gives the oxidized, dimeric, dehydroascorbic acid in very good yields (similar to70%) contaminated by similar to1-2% MeCN. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.015
• 作为产物：
  描述：

  维生素 C 在 吡啶 、 air 、 copper diacetate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以19.30 g的产率得到dehydroascorbic acid 2-methyl hemi-ketal
  参考文献：
  名称：

  Preparation of dehydro-l-ascorbic acid dimer by air oxidation of l-ascorbic acid in the presence of catalytic amounts of copper(II) acetate and pyridine

  摘要：

  The catalytic system Cu(ACO)(2)-Pyridine 1:4 mol% in methanol, slowly catalyses the air oxidation of ascorbic acid to the 2-methyl hemi-ketal of dehydroascorbic acid 5, and hydrogen peroxide. However, with Cu(ACO)2-Pyridine 3:4 mol% the air oxidation is quite fast and no hydrogen peroxide is present at the end of the reaction. Removal of the catalyst and refluxing the foamy 5 in MeCN gives the oxidized, dimeric, dehydroascorbic acid in very good yields (similar to70%) contaminated by similar to1-2% MeCN. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.015

文献信息

• Preparation of dehydro-l-ascorbic acid dimer by air oxidation of l-ascorbic acid in the presence of catalytic amounts of copper(II) acetate and pyridine
  作者：Eleftheria K. Koliou、Panayiotis V. Ioannou

  DOI：10.1016/j.carres.2004.11.015

  日期：2005.2

  The catalytic system Cu(ACO)(2)-Pyridine 1:4 mol% in methanol, slowly catalyses the air oxidation of ascorbic acid to the 2-methyl hemi-ketal of dehydroascorbic acid 5, and hydrogen peroxide. However, with Cu(ACO)2-Pyridine 3:4 mol% the air oxidation is quite fast and no hydrogen peroxide is present at the end of the reaction. Removal of the catalyst and refluxing the foamy 5 in MeCN gives the oxidized, dimeric, dehydroascorbic acid in very good yields (similar to70%) contaminated by similar to1-2% MeCN. (C) 2004 Elsevier Ltd. All rights reserved.