5-乙酰氧基-4-碘戊酸 | 653569-80-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-乙酰氧基-4-碘戊酸
• 英文名称: 5-acetoxy-4-iodopentanoic acid
• 英文别名: 5-(Acetyloxy)-4-iodopentanoic acid；5-acetyloxy-4-iodopentanoic acid
• CAS: 653569-80-3
• 化学式: C₇H₁₁IO₄
• 分子量: 286.066
• InChiKey: DIRHRELURBKBAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  5-乙酰氧基-4-碘戊酸 在 锌 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到4-戊烯酸
  参考文献：
  名称：

  Self-Protection:  The Advantage of Radical Oligomeric Mixtures in Organic Synthesis

  摘要：

  Atom-transfer radical oligomers of allyl iodoacetates were converted to 4-pentenoic acids upon treatment with zinc. Reactions of the radical oligomers of various omega-alkenyl iodoacetates with Grignard reagents afforded the corresponding substituted tetrahydrofuran derivatives. These results indicated that radical oligomeric mixtures not only serve as versatile intermediates in organic synthesis, but also exhibit unique advantages in that the oligomeric mixtures are self-protected and the deoligomerization functions as the simultaneous deprotection.

  DOI：

  10.1021/jo035461s
• 作为产物：
  描述：

  碘乙酸 、 乙酸烯丙酯 在 三乙基硼 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到5-乙酰氧基-4-碘戊酸
  参考文献：
  名称：

  Self-Protection:  The Advantage of Radical Oligomeric Mixtures in Organic Synthesis

  摘要：

  Atom-transfer radical oligomers of allyl iodoacetates were converted to 4-pentenoic acids upon treatment with zinc. Reactions of the radical oligomers of various omega-alkenyl iodoacetates with Grignard reagents afforded the corresponding substituted tetrahydrofuran derivatives. These results indicated that radical oligomeric mixtures not only serve as versatile intermediates in organic synthesis, but also exhibit unique advantages in that the oligomeric mixtures are self-protected and the deoligomerization functions as the simultaneous deprotection.

  DOI：

  10.1021/jo035461s