5-hydroperoxy-2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione | 1413942-91-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroperoxy-2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione
• 英文别名: 5-Hydroperoxy-2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione
• CAS: 1413942-91-2
• 化学式: C₁₃H₁₈O₆
• 分子量: 270.282
• InChiKey: XJWDUFIXRYDNOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-hydroperoxy-2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione 在 三乙基硅烷 、 三苯基膦双(三氟甲磺酰亚胺)金 、 三氟甲磺酸 、 palladium 10% on activated carbon 、 氢气 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 3-hydroxy-4-isopropyl-6-methyltetrahydro-2H-pyran-2-one
  参考文献：
  名称：

  Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation

  摘要：

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

  DOI：

  10.1021/ol302848m
• 作为产物：
  描述：

  2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione 在 copper(II) nitrate trihydrate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以78%的产率得到5-hydroperoxy-2,2-dimethyl-5-(2-methylhex-4-yn-3-yl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation

  摘要：

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

  DOI：

  10.1021/ol302848m

文献信息

• Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation
  作者：Scott W. Krabbe、Dung T. Do、Jeffrey S. Johnson

  DOI：10.1021/ol302848m

  日期：2012.12.7

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.