Attempted asymmetric synthesis of optically pure tetrabenazine
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Graphical Abstract
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Abstract
Tetrabenazine was synthesized following modified literature method which would be more economical and convenient. On the other hand,methyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl) acetate was resolved to provide the corresponding enantiomer with R configuration which was used as an intermediate for asymmetric synthesis of (3R-,11bR)-tetrabenazine. However,the attempted asymmetric synthesis of (3R,11bR)-tetrabenazine failed since racemization took place under acidic conditions in the last step.
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