Synthesis of 18O-labelled alcohols from unlabelled alcohols

Beddoe, Rhydian H.; Edwards, Daniel C.; Goodman, Louis; Sneddon, Helen F.; Denton, Ross M.

Abstract

The synthesis of primary, secondary and tertiary 18O-enriched alcohols from readily available 16O-alcohols via a Mitsunobu esterification and hydrolysis is described. The method is further exemplified in the labelling of the active pharmaceutical ingredient, dropropizine and is shown to be tolerant of modern, separation friendly Mitsunobu reagents.

Citation

Beddoe, R. H., Edwards, D. C., Goodman, L., Sneddon, H. F., & Denton, R. M. (2020). Synthesis of 18O-labelled alcohols from unlabelled alcohols. Chemical Communications, 56(48), 6480-6483. https://doi.org/10.1039/d0cc02855j

• Journal Article Type: Article
• Acceptance Date: May 18, 2020
• Online Publication Date: May 19, 2020
• Publication Date: Jun 18, 2020
• Deposit Date: Aug 20, 2020
• Publicly Available Date: May 20, 2021
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 56
• Issue: 48
• Pages: 6480-6483
• DOI: https://doi.org/10.1039/d0cc02855j
• Keywords: Materials Chemistry; Electronic, Optical and Magnetic Materials; General Chemistry; Surfaces, Coatings and Films; Metals and Alloys; Ceramics and Composites; Catalysis
• Public URL: https://nottingham-repository.worktribe.com/output/4542172
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2020/CC/D0CC02855J#!divAbstract
• Additional Information: : This document is Similarity Check deposited; : Supplementary Information; : Rhydian H. Beddoe (ORCID); : Daniel C. Edwards (ORCID); : Helen F. Sneddon (ORCID); : Ross M. Denton (ORCID); : Authors can choose between single-blind and double-blind peer review; : Received 20 April 2020; Accepted 18 May 2020; Accepted Manuscript published 19 May 2020; Advance Article published 26 May 2020