4-phenyl-6-heptenoic acid | 1462249-17-7

• 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: 4-phenyl-6-heptenoic acid
• 英文别名: 4-Phenylhept-6-enoic acid
• CAS: 1462249-17-7
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: QLYZNONGYCHRPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  γ-苯基-γ-丁内酯 、 烯丙基三甲基硅烷 在 iron(III) chloride 、 三甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以97%的产率得到4-phenyl-6-heptenoic acid
  参考文献：
  名称：

  Iron-Catalyzed Ring-Opening Azidation and Allylation of O-Heterocycles

  摘要：

  We have established the first catalytic C-C and C-N bond formation reactions of O-heterocycles (e.g., tetrahydrofuran, phthalane, and lactone derivatives) using iron bichloride as a catalyst in the presence of TMSN3 or allylsilanes accompanied by the ring opening of O-heterocycles. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from the 2-substituted tetrahydrofurans, ortho-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields.

  DOI：

  10.1021/ol402511r

文献信息

• Peptides containing an aliphatic-aromatic ketone side chain
  申请人：THE SALK INSTITUTE FOR BIOLOGICAL STUDIES

  公开号：EP0192492B1

  公开（公告）日：1992-01-02
• US4479963A
  申请人：——

  公开号：US4479963A

  公开（公告）日：1984-10-30
• US4677193A
  申请人：——

  公开号：US4677193A

  公开（公告）日：1987-06-30
• Iron-Catalyzed Ring-Opening Azidation and Allylation of <i>O</i>-Heterocycles
  作者：Yoshinari Sawama、Kyoshiro Shibata、Yuka Sawama、Masato Takubo、Yasunari Monguchi、Norbert Krause、Hironao Sajiki

  DOI：10.1021/ol402511r

  日期：2013.10.18

  We have established the first catalytic C-C and C-N bond formation reactions of O-heterocycles (e.g., tetrahydrofuran, phthalane, and lactone derivatives) using iron bichloride as a catalyst in the presence of TMSN3 or allylsilanes accompanied by the ring opening of O-heterocycles. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from the 2-substituted tetrahydrofurans, ortho-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields.