ribaro-1,4(5,2)-lactone | 1360441-25-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: ribaro-1,4(5,2)-lactone
• 英文别名: ribaro-5,2(1,4)-lactone；(2S,3S,4R)-3,4-dihydroxy-5-oxooxolane-2-carboxylic acid
• CAS: 1360441-25-3
• 化学式: C₅H₆O₆
• 分子量: 162.099
• InChiKey: BSPZKKBWTBYQOH-MGGFGJSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ribaro-1,4(5,2)-lactone 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 12.0h， 以95.65%的产率得到disodium ribarate
  参考文献：
  名称：

  Pentaric Acids and Derivatives from Nitric Acid–Oxidized Pentoses

  摘要：

  This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.

  DOI：

  10.1080/07328303.2012.745550
• 作为产物：
  描述：

  D-核糖 在 硝酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 4.0h， 以49.5%的产率得到ribaro-1,4(5,2)-lactone
  参考文献：
  名称：

  Pentaric Acids and Derivatives from Nitric Acid–Oxidized Pentoses

  摘要：

  This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.

  DOI：

  10.1080/07328303.2012.745550