(2S,3S)-2,3-isopropylidenedioxy-6-oxohexanoic acid | 1189368-36-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S)-2,3-isopropylidenedioxy-6-oxohexanoic acid
• 英文别名: (4S,5S)-2,2-dimethyl-5-(3-oxopropyl)-1,3-dioxolane-4-carboxylic acid
• CAS: 1189368-36-2
• 化学式: C₉H₁₄O₅
• 分子量: 202.207
• InChiKey: DINAJLXUXOCTQH-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,3S,6R)-6-hydroxy-2,3-isopropylidenedioxycyclohexanone 在 silica-supported sodium periodate 作用下， 反应 0.1h， 以70%的产率得到(2S,3S)-2,3-isopropylidenedioxy-6-oxohexanoic acid
  参考文献：
  名称：

  Microwave-assisted, solvent-free oxidative cleavage of α-hydroxyketones

  摘要：

  The oxidative C-C cleavage of alpha-hydroxy ketones was found to proceed smoothly in solvent-free, silica-supported sodium metaperiodate, under Microwave irradiation. This provides a useful and green synthetic procedure to form the corresponding carboxylic acid and aldehyde in good yields, avoiding the solubility problems of the sodium metaperiodate in organic solvents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.048

文献信息

• Microwave-assisted, solvent-free oxidative cleavage of α-hydroxyketones
  作者：Ignacio Carrera、Margarita C. Brovetto、Juan Carlos Ramos、Gustavo A. Seoane

  DOI：10.1016/j.tetlet.2009.07.048

  日期：2009.9

  The oxidative C-C cleavage of alpha-hydroxy ketones was found to proceed smoothly in solvent-free, silica-supported sodium metaperiodate, under Microwave irradiation. This provides a useful and green synthetic procedure to form the corresponding carboxylic acid and aldehyde in good yields, avoiding the solubility problems of the sodium metaperiodate in organic solvents. (C) 2009 Elsevier Ltd. All rights reserved.