Synthesis of nine potential synthetic cannabinoid metabolites with a 5F-4OH pentyl side chain from a scalable key intermediate. Issue 5 (4th March 2021)

• Record Type: Journal Article
• Authors: Wu, Xiongyu; Bopp, Daniel; Wallgren, Jakob; Dahlén, Johan; Konradsson, Peter
• Is Part Of: Synthetic communications. Volume 51:Issue 5(2021)
• Page Start: 776
• Page End: 785
• Publication Date: 2021-03-04
• Subjects: Key intermediate -- metabolite -- multigram scale -- synthetic cannabinoids; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2020.1854786
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: Synthetic cannabinoid metabolites with a 5F-4OH pentyl side chain are of great interest, and several synthetic methods have been developed for the synthesis of these types of metabolites in the literature, which is either lengthy or inappropriate for upscaling. Herein, a straightforward method has been developed and reported for the synthesis of a key intermediate in four steps with an overall yield of 49% on a multigram scale, and its application in the synthesis of nine potential metabolites of synthetic cannabinoids with a 5F-4OH pentyl side chain. Graphical Abstract: