Synthesis

Improvements to the synthesis of psilocybin and a facile method for preparing the O-acetyl prodrug of psilocin

DE Nichols, S Frescas

Index: Nichols, David E.; Frescas, Stewart Synthesis, 1999 , # 6 p. 935 - 938

Full Text: HTML

Citation Number: 13

Abstract

Abstract: An improved procedure to accomplish the O-phosphorylation of 4-hydroxy-N, N- dimethyltryptamine (psilocin 5) is reported that utilizes reaction between the O-lithium salt of 5 and tetra-O-benzylpyrophosphate. The O-benzyl groups were removed by catalytic hydrogenation over palladium on carbon to afford N, N-dimethyl-4-phosphoryloxytryptamine (psilocybin, 1). In view of difficulties encountered in the preparation of 1, it is suggested ...

Related Articles:

Synthesis and in vitro evaluation of anti-inflammatory activity of ester and amine derivatives of indoline in RAW 264.7 and peritoneal macrophages

[Furman, Svetlana; Nissim-Bardugo, Elinor; Zeeli, Shani; Weitman, Michal; Nudelman, Abraham; Finkin-Groner, Efrat; Moradov, Dorit; Shifrin, Helena; Schorer-Apelbaum, Donna; Weinstock, Marta Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 10 p. 2283 - 2287]

Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of “Magic Mushroom”

[Shirota, Osamu; Hakamata, Wataru; Goda, Yukihiro Journal of Natural Products, 2003 , vol. 66, # 6 p. 885 - 887]

Synthesis and in vitro evaluation of anti-inflammatory activity of ester and amine derivatives of indoline in RAW 264.7 and peritoneal macrophages

[Furman, Svetlana; Nissim-Bardugo, Elinor; Zeeli, Shani; Weitman, Michal; Nudelman, Abraham; Finkin-Groner, Efrat; Moradov, Dorit; Shifrin, Helena; Schorer-Apelbaum, Donna; Weinstock, Marta Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 10 p. 2283 - 2287]

Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of “Magic Mushroom”

[Shirota, Osamu; Hakamata, Wataru; Goda, Yukihiro Journal of Natural Products, 2003 , vol. 66, # 6 p. 885 - 887]

More Articles...