| 1044740-06-8

• CAS: 1044740-06-8
• 化学式: C₁₄H₁₈FNO₃
• 分子量: 266.302
• InChiKey: RCQANZXLXLNUCH-UFFKLLGGSA-N

反应信息

• 作为反应物：
  描述：

  在 lithium aluminium tetrahydride 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.05h， 生成 (18)F-(2S)-1-(1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol
  参考文献：
  名称：

  Facile Radiosynthesis of Fluorine-18 Labeled β-Blockers. Synthesis, Radiolabeling, and ex Vivo Biodistribution of [¹⁸F]-(2S and 2R)-1-(1-Fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol

  摘要：

  An efficient and genral method has been developed for fluorine-18 labeling of beta-blockers that possess the propanolamine moiety. A new synthetically versatile intermediate, 3-(1-(benzyloxy)propan-2-yl)-2-oxoox-azolidin-5-yl)methyl 4-methylbenzenesulfonate (13), was prepared and can be conjugated to any phenoxy core. To demonstrate the synthetic methodology, fluorinated derivatives of toliprolol were prepared, namely, [(18)F]-(2S and 2R)-]-(1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol ((2S and 2R)-[(18)F]1). The radiosyntheses were accomplished in < 1 h, with 20-24% (uncorrected for decay, n = 7) radiochemical yields, > 96% radiochemical and > 99% enantiomeric purities, with specific activities of 0.9-1.1 Ci/mu mol(EOS). Ex vivo biodistribution studies with the radiotracers demonstrated excessively rapid washout that May limit their use for cerebral PET imaging.

  DOI：

  10.1021/jm800227h
• 作为产物：
  描述：

  在 [¹⁸F]fluoride 、 potassium carbonate 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 作用下， 以 二甲基亚砜 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Facile Radiosynthesis of Fluorine-18 Labeled β-Blockers. Synthesis, Radiolabeling, and ex Vivo Biodistribution of [¹⁸F]-(2S and 2R)-1-(1-Fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol

  摘要：

  An efficient and genral method has been developed for fluorine-18 labeling of beta-blockers that possess the propanolamine moiety. A new synthetically versatile intermediate, 3-(1-(benzyloxy)propan-2-yl)-2-oxoox-azolidin-5-yl)methyl 4-methylbenzenesulfonate (13), was prepared and can be conjugated to any phenoxy core. To demonstrate the synthetic methodology, fluorinated derivatives of toliprolol were prepared, namely, [(18)F]-(2S and 2R)-]-(1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol ((2S and 2R)-[(18)F]1). The radiosyntheses were accomplished in < 1 h, with 20-24% (uncorrected for decay, n = 7) radiochemical yields, > 96% radiochemical and > 99% enantiomeric purities, with specific activities of 0.9-1.1 Ci/mu mol(EOS). Ex vivo biodistribution studies with the radiotracers demonstrated excessively rapid washout that May limit their use for cerebral PET imaging.

  DOI：

  10.1021/jm800227h