## Abstract The synthesis of nonadeutero‐clenbuterol, a useful tool for the quantitation of clenbuterol by gas chromatography‐mass spectrometry, is described.
Synthesis of deuterated clenbuterol
✍ Scribed by Ole Jørgensen; Helge Egsgaard; Elfinn Larsen
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- French
- Weight
- 464 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
The synthesis of D,-clenbuterol (I) and D,-clenbuterol ( ) is described. D,-clenbuterol (I) was prepared from 4-amino-a-bromo-3,5-dichloroacetophenone by reaction with D,-tert-butylamine followed by reduction of the keto group with NaBH,. D,-clenbuterol (11) was prepared from 4-amino-cl-tert-butylamino-3,5-dichloroacetophenone by an exchange reaction of the a-hydrogens with deuterium followed by reduction of the keto group with NaBD,. The eventual products were characterized by mass spectrometry and NMR.
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## 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).
## Abstract Oxidation of clenbuterol 1a with pyridinium chlorochromate yielded 4‐amino‐3,5‐dichloro‐α‐__tert__‐butylaminoacetophenone 5. Tritiated clenbuterol 1b was produced by reduction of 5 with sodium [^3^H]borohydride. Radioiodination of the clenbuterol precursor [2‐__tert__‐butylamino‐1‐(4‐am
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