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 via OpenAlex
Summary
AI-generated from the abstractPsilocin and psilocybin, the main hallucinogenic compounds in magic mushrooms, can be synthesized on a large scale without the need for chromatographic purification. The key step in producing psilocybin involves isolating a dibenzyl-protected intermediate as a zwitterionic derivative, which was fully characterized using two-dimensional NMR analyses.
Study at a glance
| Characteristics | Chemical synthesis paper Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Keywords | Hallucinogen Mushroom Stereochemistry |
| Citations | 90 |
| Key finding | 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.