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Synthesis of tritiated clenbuterol

✍ Scribed by Ilan Pri-Bar; Ouri Buchman

Publisher: John Wiley and Sons
Year: 1990
Tongue: French
Weight: 258 KB
Volume: 28
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580281206

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✦ Synopsis

Abstract

Tritiated clenbuterol was prepared starting from 4‐aminoacetophenone (I) which was selectively brominated to 4‐amino‐3,5‐dibromoacetopheno ne (II), then to 4‐amino‐α,3,5‐tribromoacetophenone (III) and reacted with tert.butylamine to 4‐amino‐3,5‐dibromo‐α‐tert.butylaminoacetoph‐none(IV). (IV) was dehalogenated and reduced with tritium gas to give 2‐(tert.butylamino)‐1‐(4‐amino‐[3,5‐^3^H]‐phenyl)‐[1‐^3^H]‐ethanol (V). This tritiated compound underwent selective aromatic chlorination to give the desired 2‐(tert.butylamino)‐1‐(4‐amino‐3,5‐dichlorophenyl)‐[1‐^3^H]‐ethanol, [ethanol‐1‐^3^H]clenbuterol, with specific activity of 13.4 Ci/mmol (496 GBq/mmol).

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