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Synthesis

ISSN 0039-7881

2 papers in the library · 99 citations · publishing 1999-2020

Papers

Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin

Synthesis June 1, 1999 David E. Nichols 68 citations

An improved chemical procedure for synthesizing psilocybin, the psychoactive compound in magic mushrooms, is reported. The method uses the O-lithium salt of psilocin reacting with tetra-O-benzylpyrophosphate, followed by catalytic hydrogenation to remove benzyl groups. Because psilocybin preparation is difficult, the authors suggest 4-acetoxy-N,N-dimethyltryptamine as a useful alternative for pharmacological studies. This alternative is obtained by catalytic O-debenzylation of 4-benzyloxy-N,N-dimethyltryptamine in the presence of acetic anhydride and sodium acetate.

An Improved, Practical, and Scalable Five-Step Synthesis of Psilocybin

Synthesis January 8, 2020 Robert B. Kargbo, Alexander M. Sherwood, Poncho Meisenheimer et al. 31 citations

An improved chemical synthesis of psilocybin produces multigram quantities in five steps with 23% overall yield from an inexpensive acetoxyindole starting material. The protocol identifies critical in-process parameters and isolates psilocybin without chromatography, thin-layer chromatography, or aqueous workup. The procedure emphasizes process control and impurity fate and removal to deliver high-quality psilocybin.