Piers-Rubinsztajn reaction to unlock an 8-step synthesis of 7-hydroxy cannabidiol

Emanuele Cocco, Debora Iapadre, Alessandro Brusa,Pietro Allegrini, Stephen P. Thomas,Fabio Pesciaioli,Armando Carlone

RSC ADVANCES(2024)

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摘要
A scalable synthesis of 7-hydroxy cannabidiol (7-OH CBD), a primary metabolite of (-)-cannabidiol (CBD), is highly desirable, from an industrial point of view, to enable future clinical trials. A Piers-Rubinsztajn reaction was key to enable a mild deprotection and a concise synthesis of 7-OH CBD from commercially available CBD, in 31% overall yield. A Piers-Rubinsztajn reaction was key to enable a mild deprotection and a concise synthesis of 7-hydroxy cannabidiol from commercially available cannabidiol, in 31% overall yield.
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