Title: Synthesis of C‐14 labeled Rac‐(3R,2S)‐glycopyrronium bromide.
Authors: Bergare, Jonas; Nixon, Neil; Newsome, Jeffery; Thunberg, Linda; Elmore, Charles S.
Abstract: In an effort to better understand the drug metabolism and pharmacokinetics (DMPK) properties of glycopyrronium bromide (1), a muscarinic acetylcholine receptor antagonist, a C‐14 labeled isotopologue was required. The compound was prepared in five synthetic steps and 5% overall radiochemical yield from Cu14CN. During the synthesis, an unexpected decarboxylation of phenylglyoxylate resulted in the loss of much of the radiolabeled compound. Chiral chromatography was utilized to isolate and deliver the proper pair of enantiomers as [14C]‐1.
Subjects: GLYCOPYRROLATE; MUSCARINIC acetylcholine receptors; DRUG metabolism; CHOLINERGIC receptors; PHARMACOKINETICS; BROMIDES
Publication: Journal of Labelled Compounds & Radiopharmaceuticals, 2020, Vol 63, Issue 10, p456
ISSN: 0362-4803
Publication type: Academic Journal
DOI: 10.1002/jlcr.3864

Synthesis of C‐14 labeled Rac‐(3R,2S)‐glycopyrronium bromide.

Bergare, Jonas; Nixon, Neil; Newsome, Jeffery; Thunberg, Linda; Elmore, Charles S.