Synthesis of (R,S)-[4-(11)C]baclofen via Michael addition of n...

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Synthesis of (R,S)-[4-(11)C]baclofen via Michael addition of nitromethane labeled with short-lived (11)C.
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The synthesis of (R,S)-[4-(11)C]baclofen, the first (11)C-labeled GABA(B) agonist, was demonstrated via Michael addition of nitro[(11)C]methane as a key step. A tetrabutylammonium fluoride promoted Michael addition of nitro[(11)C]methane to methyl p-chlorocinnamate, followed by the nitro-group reduction in the presence of NiCl(2) and NaBH(4) in aqueous MeOH and alkaline hydrolysis yielded (R,S)-[4-(11)C]baclofen in 36.4+/-1.8% radiochemical conversion in three steps within 20min.
Kato K, Zhang MR, and Suzuki K
Bioorganic & medicinal chemistry letters 19(21):6222-4, 2009 Nov 1 - Who cited this? | PubMed ID: 19783141 | Fulltext
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