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DOI: 10.1055/s-0029-1217027
A New and Efficient Route for the Synthesis of Naturally Occurring Catecholamines
Publikationsverlauf
Publikationsdatum:
23. September 2009 (online)
Abstract
Catecholamines, sympathomimetic drugs and adrenergic receptor antagonists, have been prepared by a regioselective oxidation of the corresponding 4-hydroxyphenethylamine derivatives by 2-iodoxybenzoic acid (IBX) in homogeneous as well as in heterogeneous conditions and followed by cleavage of the amino protective group. By using polymer-supported IBX, after the first oxidation, the oxidant can be recovered, regenerated, and efficiently reused for several additional times. An efficient, easy and green procedure for the synthesis of N-(methoxycarbonyl)dopamine, key component of many pharmaceuticals, has also been reported.
Key words
N-(methoxycarbonyl)dopamine - catecholamines - aromatic hydroxylation - 2-iodoxybenzoic acid - polymer-supported IBX
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