Regioselective radiofluorodestannylation with [18F]F2 and [18F]CH3COOF: A high yield synthesis of 6-[18F]fluoro-l-dopa

International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes Pub Date : 1992-08-01 DOI:10.1016/0883-2889(92)90217-3

Mohammad Namavari , Allyson Bishop , N. Satyamurthy , Gerald Bida , Jorge R. Barrio

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引用次数: 202

Abstract

A protected 6-trimethylstannyl dopa derivative 6 has been synthesized for the first time as a precursor for the preparation of 6-[¹⁸F]fluoro-l-dopa. The tin derivative 6 readily reacted with electrophilic radiofluorinating agents such as [¹⁸F]F₂ and [¹⁸F]AcOF. The [¹⁸F]fluoro intermediate 7 was easily hydrolyzed with HBr and the product 6-[¹⁸F]fluoro-l-dopa was isolated after HPLC purification in a maximum radiochemical yield of 25%, ready for human use. The various intermediates, the stannyl precursor 6 and the final product (after ¹⁸F decay) were all fully characterized by ¹H, ¹³C, ¹⁹F and ¹¹⁹Sn NMR as well as high resolution mass spectroscopy.

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[18F]F2和[18F]CH3COOF的区域选择性放射性氟去乙酰化:6-[18F]氟-左旋多巴的高收率合成

首次合成了一种受保护的6-三甲基斯坦基多巴衍生物6，作为制备6-[18F]氟-左旋多巴的前驱体。锡衍生物6很容易与亲电性放射性氟化剂如[18F]F2和[18F]AcOF反应。[18F]氟中间体7很容易被HBr水解，产物6-[18F]氟左旋多巴经HPLC纯化，放射化学产率最高可达25%，可供人类使用。通过1H、13C、19F和119Sn核磁共振以及高分辨率质谱对各种中间体、锡基前体6和最终产物(经过18F衰变)进行了全面表征。

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International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes

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