Concise Large-Scale Synthesis of Psilocin and Psilocybin, Principal Hallucinogenic Constituents of “Magic Mushroom”
Osamu Shirota, Wataru Hakamata, Yukihiro Goda
Journal of Natural Products May 30, 2003 DOI: 10.1021/np030059u (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Chemical synthesis paper Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Keywords | Hallucinogen Mushroom Stereochemistry |
| Citations | 90 |
| Key points | Large-scale syntheses of psilocin and psilocybin were achieved without chromatographic purification, with the key intermediate for psilocybin identified by 2D NMR. |
Abstract
The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of "magic mushroom", were achieved without chromatographic purification. The key step in the synthesis of 2 was the isolation of the dibenzyl-protected intermediate (7) as a zwitterionic derivative (8), which was completely identified by means of 2D NMR analyses.
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- Diversity, biology, and history of psilocybin-containing fungi: Suggestions for research and technological development. Fungal biology April 1, 2022
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Cites 7
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- Abwandlungsprodukte von Psilocybin und Psilocin. 2. Mitteilung über synthetische Indolverbindungen Helvetica Chimica Acta 1959
- Analysis of psilocybin and psilocin in Psilocybe subcubensis GUZMÁN by ion mobility spectrometry and gas chromatography–mass spectrometry Forensic Science International 1999
- Occurrence of psilocybin and psilocin in Psilocybe pseudobullacea (Petch) Pegler from the Venezuelan Andes Journal of Ethnopharmacology July 1, 1994
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