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Synthesis of deuterium labelled thioridazine

✍ Scribed by T. Mohammad; K. K. Midha; E. M. Hawes

Publisher: John Wiley and Sons
Year: 1986
Tongue: French
Weight: 483 KB
Volume: 23
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580230708

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✦ Synopsis

A seven step synthetic route to (*)-10-[2-( l-methyl-2-pi peridi nyl )ethyl 1-2-methyl thio-10l-phenothiazi ne (thioridazine) was developed starting from racemic ethyl 1- methyl-2-piperidinecarboxylate.

The lithium aluminum deuteride reduction o f the starting and homologous esters allowed the incorporation of deuterium in the 1-and/or 2position(s) o f the ethyl side chain of thioridazine. The isotopic purity of the tetradeuterated and two dideuterated products was greater than 99%.

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