2 papers in the library · 15 citations · publishing 2007
Journal of Labelled Compounds and Radiopharmaceuticals June 1, 2007 Ajam C. Shaikh, Yu Yun Wang, Chinpiao Chen 9 citations
A method for synthesizing deuterium-labeled versions of two psychoactive amphetamine derivatives, DOM and MMDA, is described. The labeled compounds are intended for use as internal standards in gas chromatography–mass spectrometry (GC–MS) assays to improve measurement accuracy.
Journal of Labelled Compounds and Radiopharmaceuticals October 1, 2007 Yu Yun Wang, Chinpiao Chen 6 citations
A synthetic route to deuterium-labeled bufotenine (5-HO-DMT) was developed using the Batcho–Leimgruber strategy. Starting from commercial 3-methyl-4-nitrophenol, the synthesis proceeded through benzyl protection and reaction with N,N-dimethylformamide–dimethylacetal. Reduction with Raney nickel and hydrazine hydrate gave an indole intermediate, which was then treated with oxalyl chloride, dimethylamine, and lithium aluminum [2H4]-hydride to introduce four deuterium atoms. Final hydrogenolysis removed the benzyl ether, yielding the labeled bufotenine. This method enables the preparation of a deuterated analog of the psychoactive compound for use in tracer studies or metabolic investigations.