(2E,4E)-5-azido-2-methylpenta-2,4-dienoic acid | 1449398-96-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,4E)-5-azido-2-methylpenta-2,4-dienoic acid
• CAS: 1449398-96-2
• 化学式: C₆H₇N₃O₂
• 分子量: 153.14
• InChiKey: JMRMKCWBAGOYFY-ZUVMSYQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲基吡喃-2-酮 在 四(三苯基膦)钯 、 叠氮基三甲基硅烷 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (2E,4E)-5-azido-2-methylpenta-2,4-dienoic acid
  参考文献：
  名称：

  Direct Domino Synthesis of Azido-Dienoic Acids: Potential Linker Units

  摘要：

  We report an atom-economical domino synthesis of functionalized and stereodefined dienes. This method hinges on an allylic alkylation-electrocyclic ring-opening sequence and allows direct access to doubly vinylogous azido-dienoic acids bearing challenging substitution patterns. This class of compounds represents useful linkers in chemical biology by virtue of the orthogonality between the azido and carboxylic acid moieties.

  DOI：

  10.1055/s-0033-1338452

文献信息

• Direct Domino Synthesis of Azido-Dienoic Acids: Potential Linker Units
  作者：Nuno Maulide、Caroline Souris、Frédéric Frébault、Davide Audisio、Christophe Farès

  DOI：10.1055/s-0033-1338452

  日期：——

  We report an atom-economical domino synthesis of functionalized and stereodefined dienes. This method hinges on an allylic alkylation-electrocyclic ring-opening sequence and allows direct access to doubly vinylogous azido-dienoic acids bearing challenging substitution patterns. This class of compounds represents useful linkers in chemical biology by virtue of the orthogonality between the azido and carboxylic acid moieties.