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 d...
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| Published in | Journal of natural products (Washington, D.C.) Vol. 66; no. 6; pp. 885 - 887 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
01.06.2003
Amer Chemical Soc American Society of Pharmacognosy |
| Subjects | |
| Online Access | Get full text |
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| 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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| AbstractList | 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. |
| Author | Goda, Yukihiro Hakamata, Wataru Shirota, Osamu |
| Author_xml | – sequence: 1 givenname: Osamu surname: Shirota fullname: Shirota, Osamu – sequence: 2 givenname: Wataru surname: Hakamata fullname: Hakamata, Wataru – sequence: 3 givenname: Yukihiro surname: Goda fullname: Goda, Yukihiro |
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| Keywords | VON PSILOCYBIN LIQUID-CHROMATOGRAPHY BAEOCYSTIS ANALOGS UND PSILOCIN DRUGS CHROMATOGRAPHY-MASS-SPECTROMETRY Nitrogen heterocycle Psychotropic Hallucinogen Tertiary amine Bicyclic compound Organic phosphate Phenols Aromatic compound Chemical synthesis Phosphorus Organic compounds |
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| Snippet | The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of “magic mushroom”, were achieved without... The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of "magic mushroom", were achieved without... |
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| SubjectTerms | Agaricales - chemistry Biological and medical sciences Chemistry Chemistry, Medicinal Combinatorial Chemistry Techniques Exact sciences and technology General pharmacology Hallucinogens - chemical synthesis Hallucinogens - chemistry Hallucinogens - pharmacology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Life Sciences & Biomedicine Medical sciences Molecular Structure Nuclear Magnetic Resonance, Biomolecular Organic chemistry Pharmacognosy. Homeopathy. Health food Pharmacology & Pharmacy Pharmacology. Drug treatments Plant Sciences Preparations and properties Psilocybin - analogs & derivatives Psilocybin - chemical synthesis Psilocybin - chemistry Psilocybin - pharmacology Science & Technology |
| Title | Concise Large-Scale Synthesis of Psilocin and Psilocybin, Principal Hallucinogenic Constituents of “Magic Mushroom” |
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