Microwave-accelerated synthesis of psychoactive deuterated N,N-dialkylated-[alpha,alpha,beta,beta-d(4)]-tryptamines

作者：Brandt Simon D^*; Tirunarayanapuram Sri Subha; Freeman Sally; Dempster Nicola; Barker Steven A; Daley Paul F; Cozzi Nicholas V; Martins Claudia P B

来源：Journal of Labelled Compounds and Radiopharmaceuticals, 2008, 51(13-14): 423-429.

DOI：10.1002/jlcr.1557

• Hallucinogens
• Microwaves
• Deuteration
• Clinical
• Forensic

A large number of N,N-dialkylated tryptamines are known to induce psychoactive effects in humans. This has resulted in their increased attention within clinical and forensic communities. Deuterated tryptamines are ideal for use as internal standards during MS bioanalysis or of use in biochemical NMR studies. The present study reports on a microwave-enhanced synthesis of 22 N,N-dialkylated-[alpha,alpha,beta,beta,-d4]-tryptamines via the reduction with lithium aluminium deuteride of glyoxalylamide precursors obtained by the procedure of Speeter and Anthony. Syntheses were carried out using a single-mode system under elevated pressure conditions where anhydrous tetrahydrofuran was used as the solvent at 150 degrees C. Good yields were obtained within 5 min.

• 出版日期2008-12