methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate | 65849-91-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate
• 英文别名: Methyl-3-(3,5-di-tert.-butyl-1-hydroperoxy-4-oxo-2,5-cyclohexadien-1-yl)propionat；Methyl 3-(3,5-ditert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate；methyl 3-(3,5-ditert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate
• CAS: 65849-91-4
• 化学式: C₁₈H₂₈O₅
• 分子量: 324.417
• InChiKey: BZZSUGROYAAETG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate 在 三苯基膦 、 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 4.33h， 以87%的产率得到7,9-二叔丁基-1-氧杂螺[4.5]癸-6,9-二烯-2,8-二酮
  参考文献：
  名称：

  A singlet oxygen approach to oxaspirocycles

  摘要：

  A method for the preparation of oxygen containing spirocycles using singlet oxygen is reported. A series of phenols were converted into the corresponding peroxy-cyclohexadienone derivatives by irradiation with visible light in the presence of a sensitizer and oxygen. The resulting peroxides could be converted into ether and lactone spirocycles in one or two steps. The synthesis of the oxaspirocycles from the phenols can also be performed in a one-pot fashion, avoiding the isolation of the peroxide intermediates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.064
• 作为产物：
  描述：

  3-(3,5-二叔丁基-4-羟基苯基)丙酸 在 硫酸 、 氧气 、 tetraphenylporphyrin 作用下， 以 氯仿 为溶剂， 反应 32.0h， 生成 methyl 3-(3,5-di-tert-butyl-1-hydroperoxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate
  参考文献：
  名称：

  A singlet oxygen approach to oxaspirocycles

  摘要：

  A method for the preparation of oxygen containing spirocycles using singlet oxygen is reported. A series of phenols were converted into the corresponding peroxy-cyclohexadienone derivatives by irradiation with visible light in the presence of a sensitizer and oxygen. The resulting peroxides could be converted into ether and lactone spirocycles in one or two steps. The synthesis of the oxaspirocycles from the phenols can also be performed in a one-pot fashion, avoiding the isolation of the peroxide intermediates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.064

文献信息

• A singlet oxygen approach to oxaspirocycles
  作者：Kevin M. Jones、Tim Hillringhaus、Martin Klussmann

  DOI：10.1016/j.tetlet.2013.04.064

  日期：2013.6

  A method for the preparation of oxygen containing spirocycles using singlet oxygen is reported. A series of phenols were converted into the corresponding peroxy-cyclohexadienone derivatives by irradiation with visible light in the presence of a sensitizer and oxygen. The resulting peroxides could be converted into ether and lactone spirocycles in one or two steps. The synthesis of the oxaspirocycles from the phenols can also be performed in a one-pot fashion, avoiding the isolation of the peroxide intermediates. (C) 2013 Elsevier Ltd. All rights reserved.