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Analytical chemistry of synthetic routes to psychoactive tryptamines : Part I. Characterisation of the Speeter and Anthony synthetic route to 5-methoxy-N,N-diisopropyltryptamine using ESI-MS-MS and ESI-TOF-MS

Simon D. Brandt, Sally Freeman, Ian A. Fleet, Peter McGagh, John F. Alder

The Analyst January 1, 2004 DOI: 10.1039/b407239c via OpenAlex

Summary

5-MeO-DIPT, a new psychoactive tryptamine derivative, was synthesized using the Speeter and Anthony procedure. The synthetic route was characterized by ESI-MS-MS, ESI-TOF-MS, and NMR. Side products were identified as 3-(2-N,N-diisopropylamino-ethyl)-1H-indol-5-ol, 2-N,N-diisopropylamino-1-(5-methoxy-1H-indol-3-yl)-ethanol, 2-(5-methoxy-1H-indol-3-yl)-ethanol, and 2-N,N-diisopropylamino-1-(5-methoxy-1H-indol-3-yl)-ethanone.

Study at a glance

Characteristics Peer reviewed
Keywords Tryptamines Synthetic cannabinoids Ethanol Derivative finance Organic chemistry
Citations 27
Key finding The Speeter and Anthony procedure successfully synthesized 5-MeO-DIPT, with four identified side products.

Abstract

5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT), a new psychoactive tryptamine derivative, has been synthesised by the Speeter and Anthony procedure. This synthetic route was characterised by ESI-MS-MS, ESI-TOF-MS and NMR. Side products have been identified as 3-(2-N,N-diisopropylamino-ethyl)-1H-indol-5-ol (5), 2-N,N-diisopropylamino-1-(5-methoxy-1H-indol-3-yl)-ethanol (6), 2-(5-methoxy-1H-indol-3-yl)-ethanol (7) and 2-N,N-diisopropylamino-1-(5-methoxy-1H-indol-3-yl)-ethanone (8).

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