[¹⁴C]-5-phenylvaleric acid

• 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: [¹⁴C]-5-phenylvaleric acid
• 英文别名: 5-phenyl(114C)pentanoic acid
• 化学式: C₁₁H₁₄O₂
• 分子量: 180.22
• InChiKey: BYHDDXPKOZIZRV-OZUIXNLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [¹⁴C]-5-phenylvaleric acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 [¹⁴C]-5-phenylvaleryl chloride
  参考文献：
  名称：

  Synthesis of 3H and 14C labelled SCH 48461

  摘要：

  H-3-Sch 47949, racemic H-3-Sch 48461, was prepared at a specific activity of 40 mCi/mmole by Pt catalysed exchange with tritiated water. H-3-Sch 48461 was prepared at a specific activity of 64.6 Ci/mmole by a Pd/C catalysed reduction of an olefinic intermediate. C-14-Sch 48461 was prepared in 8 steps from C-14-potassium cyanide with an overall radiochemical yield of 18.5%.

  DOI：

  10.1002/(sici)1099-1344(199611)38:11<1039::aid-jlcr920>3.0.co;2-g
• 作为产物：
  描述：

  [¹⁴C]-5-phenylvalerylnitrile 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 [¹⁴C]-5-phenylvaleric acid
  参考文献：
  名称：

  Synthesis of 3H and 14C labelled SCH 48461

  摘要：

  H-3-Sch 47949, racemic H-3-Sch 48461, was prepared at a specific activity of 40 mCi/mmole by Pt catalysed exchange with tritiated water. H-3-Sch 48461 was prepared at a specific activity of 64.6 Ci/mmole by a Pd/C catalysed reduction of an olefinic intermediate. C-14-Sch 48461 was prepared in 8 steps from C-14-potassium cyanide with an overall radiochemical yield of 18.5%.

  DOI：

  10.1002/(sici)1099-1344(199611)38:11<1039::aid-jlcr920>3.0.co;2-g

文献信息

• Direct Carbon Isotope Exchange through Decarboxylative Carboxylation
  作者：Cian Kingston、Michael A. Wallace、Alban J. Allentoff、Justine N. deGruyter、Jason S. Chen、Sharon X. Gong、Samuel Bonacorsi、Phil S. Baran

  DOI：10.1021/jacs.8b12035

  日期：2019.1.16

  alkyl carboxylic acids is presented. Simple activation via redox-active ester formation was followed by nickel-mediated decarboxylative carboxylation to afford a range of complex compounds with ample isotopic incorporations for drug metabolism and pharmacokinetic studies. The practicality and operational simplicity of the protocol were demonstrated by its use in an industrial carbon-14 radiolabeling setting

  提出了对烷基羧酸的碳 14 放射性标记的两步降解-重建方法。通过氧化还原活性酯形成的简单活化，然后是镍介导的脱羧羧化，以提供一系列具有大量同位素掺入的复杂化合物，用于药物代谢和药代动力学研究。该协议的实用性和操作简单性通过其在工业碳 14 放射性标记设置中的使用得到了证明。