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


Journal

RSC advances
ISSN: 2046-2069
Titre abrégé: RSC Adv
Pays: England
ID NLM: 101581657

Informations de publication

Date de publication:
10 Jan 2024
Historique:
received: 08 12 2023
accepted: 08 01 2024
medline: 17 1 2024
pubmed: 17 1 2024
entrez: 17 1 2024
Statut: epublish

Résumé

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.

Identifiants

pubmed: 38229717
doi: 10.1039/d3ra08392f
pii: d3ra08392f
pmc: PMC10790624
doi:

Types de publication

Journal Article

Langues

eng

Pagination

2741-2744

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Auteurs

Emanuele Cocco (E)

Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila via Vetoio 67100 L'Aquila Italy fabio.pesciaioli@univaq.it armando.carlone@univaq.it https://www.carloneresearch.eu/.

Debora Iapadre (D)

Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila via Vetoio 67100 L'Aquila Italy fabio.pesciaioli@univaq.it armando.carlone@univaq.it https://www.carloneresearch.eu/.

Alessandro Brusa (A)

Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila via Vetoio 67100 L'Aquila Italy fabio.pesciaioli@univaq.it armando.carlone@univaq.it https://www.carloneresearch.eu/.

Pietro Allegrini (P)

Indena SpA viale Ortles, 12 20139 Milan Italy.

Stephen P Thomas (SP)

EaStCHEM School of Chemistry, The University of Edinburgh Edinburgh EH9 3FJ UK.

Fabio Pesciaioli (F)

Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila via Vetoio 67100 L'Aquila Italy fabio.pesciaioli@univaq.it armando.carlone@univaq.it https://www.carloneresearch.eu/.

Armando Carlone (A)

Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila via Vetoio 67100 L'Aquila Italy fabio.pesciaioli@univaq.it armando.carlone@univaq.it https://www.carloneresearch.eu/.
INSTM, Consorzio Nazionale per la Scienza e Tecnologia dei Materiali RU L'Aquila Italy.

Classifications MeSH