Science paper Concise Synthesis of N,N-Dimethyltryptamine and 5-Methoxy-N,N-dimethyltryptamine Starting with Bufotenine

NPC Natural Product Communications 2015 Vol. 10 No. 4581 - 584

Leandro A. Moreiraa, Maria M. Murtaa, Claudia C. Gattoa, Christopher W. Faggb and Maria L. dos Santosa,

*aInstituto de Química, Universidade de Brasília, Brasília-DF, Brazil, 70919-970
bFaculdade UnB Ceilândia, Universidade de Brasília, Ceilândia-DF, Brazil, 72220-140

mlsantos@unb.br

Received: September 9th, 2014; Accepted: February 17th, 2015​

Bufotenine (1, 5-hydroxy-N,N-dimethyltryptamine) was isolated from seeds of Anadenanthera spp., a tree widespread in the Brazilian cerrado, using an efficient acid-base shakeout protocol. The conversion of bufotenine into N,N-dimethyltryptamine (4) and 5-methoxy-N,N-dimethyltryptamine (5) was accomplished through an innovative and short approach featuring the use of novel bufotenine-aminoborane complex (7). Furthermore, an easy methodology for conversion of bufotenine into 5-hydroxy-N,N,N-trimethyltryptamine (6) was well-established. This is the first study that highlights bufotenine as a resource for the production of N,N-dimethyltryptamines for either pharmacological and toxicological investigations or for synthetic purposes.

 

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Thanks for sharing. I'd encourage you to include a citation reference in posts like this.