8-(2-氟乙基)-3-(4-碘苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸 | 180045-77-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 中文名称: 8-(2-氟乙基)-3-(4-碘苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸
• 英文名称: N-2-fluoroethyl-3β-(4-iodophenyl)nortropane-2β-carboxylic acid
• 英文别名: (1R,2S,3S,5S)-8-(2-Fluoroethyl)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• CAS: 180045-77-6
• 化学式: C₁₆H₁₉FINO₂
• 分子量: 403.235
• InChiKey: IKUGCRFLWGNZCL-YJNKXOJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [11C]methyl triflate 、 8-(2-氟乙基)-3-(4-碘苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸 在 四丁基氢氧化铵 作用下， 以 丙酮 为溶剂， 生成 [O-methyl-11C]β-CIT-FE
  参考文献：
  名称：

  Improved syntheses of the PET radioligands, [11C]FLB 457, [11C]MDL 100907 and [11C]β-CIT-FE, by the use of [11C]methyl triflate

  摘要：

  The highly reactive labelling agent,[C-11]methyl triflate, was used to synthesise three recently developed PET radioligands. The labelling reactions were C-11-methylations of phenols for the preparations of the D-2 receptor radioligand, [C-11]FLB 457, and the 5-MT2A receptor radioligand, [C-11]MDL 100907, and C-11-methylation of a carboxylic acid for the preparation of the dopamine transporter radioligand, [C-11]beta-CIT-FE. The synthesis of the 5-MT1A receptor radioligand, [O-methyl-C-11]WAY-100635, was used to establish general reaction conditions for the methylation of phenols with [C-11]methyl triflate. Compared to the previous use of [C-11]methyl iodide in these radiosyntheses, [C-11]methyl triflate demanded less precursor, allowed faster reactions and improved radiochemical yields. Normal-phase HPLC was used to speed up product purifications (except for [C-11]beta-CIT-FE). Hence, preparation times were shorter, resulting in radioligands with higher specific radioactivity.

  DOI：

  10.1002/(sici)1099-1344(199806)41:6<545::aid-jlcr99>3.0.co;2-7
• 作为产物：
  描述：

  5S)-8-(2-氟乙基)-3-(4-碘苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸甲酯(1R2S3S 在 盐酸 作用下， 反应 44.0h， 以74%的产率得到8-(2-氟乙基)-3-(4-碘苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸
  参考文献：
  名称：

  Synthesis of unlabelled, 3H- and 125I-labelled β-CIT and its ϖ-fluoroalkyl analogues β-CIT-FE and β-CIT-FP, including synthesis of precursors

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199607)38:7<675::aid-jlcr880>3.0.co;2-l