Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of "magic mushroom".
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.
Shirota
Osamu
O
Division of Pharmacognosy, Phytochemistry and Narcotics, and Division of Organic Chemistry, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan. shirota@nihs.go.jp
Hakamata
Wataru
W
Goda
Yukihiro
Y
D000363:Agaricales / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D006213:Hallucinogens / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011562:Psilocybin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D006213:Hallucinogens; D011562:Psilocybin; C009105:psilocin