2-(3-Bromo-6-oxopyran-2-yl)acetic acid | 1147118-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-(3-Bromo-6-oxopyran-2-yl)acetic acid
• 英文别名: 2-(3-bromo-6-oxopyran-2-yl)acetic acid
• CAS: 1147118-07-7
• 化学式: C₇H₅BrO₄
• 分子量: 233.018
• InChiKey: DIVRVUYUOIWBQR-UHFFFAOYSA-N

物化性质

• 沸点：
  386.8±37.0 °C(predicted)
• 密度：
  1.892±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-Bromo-6-oxopyran-2-yl)acetic acid 在 三甲基氯硅烷 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Progress toward the synthesis of the transtaganolide/basiliolide natural products: an Ireland–Claisen approach

  摘要：

  Efforts toward the synthesis of the transtaganolide natural product family are described. A highly efficient Ireland-Claisen/Diels-Alder approach has been developed, which rapidly constructs the highly oxygenated and stereochemically rich core of these natural products. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2009.01.108
• 作为产物：
  描述：

  5-Bromo-6-(2-hydroxyethyl)pyran-2-one 在 jones reagent 作用下， 以63%的产率得到2-(3-Bromo-6-oxopyran-2-yl)acetic acid
  参考文献：
  名称：

  Progress toward the synthesis of the transtaganolide/basiliolide natural products: an Ireland–Claisen approach

  摘要：

  Efforts toward the synthesis of the transtaganolide natural product family are described. A highly efficient Ireland-Claisen/Diels-Alder approach has been developed, which rapidly constructs the highly oxygenated and stereochemically rich core of these natural products. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2009.01.108

文献信息

• Progress toward the synthesis of the transtaganolide/basiliolide natural products: an Ireland–Claisen approach
  作者：Hosea M. Nelson、Brian M. Stoltz

  DOI：10.1016/j.tetlet.2009.01.108

  日期：2009.4

  Efforts toward the synthesis of the transtaganolide natural product family are described. A highly efficient Ireland-Claisen/Diels-Alder approach has been developed, which rapidly constructs the highly oxygenated and stereochemically rich core of these natural products. (C) 2009 Elsevier Ltd. All rights reserved,