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Comparative pharmacokinetics of unlabelled and deuterium labelled terbutaline. Demonstration of a small isotope effect

✍ Scribed by L. Borgström; C. Lindberg; S. Jönsson; K. Svensson

Book ID: 103920373
Publisher: Elsevier Science
Year: 1988
Weight: 57 KB
Volume: 39
Category: Article
ISSN: 0883-2889
DOI: 10.1016/0883-2889(88)90360-7

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✦ Synopsis

Chiral L-alpha-amino acids labeled with isotopic carbon can be conveniently prepared through the intermediacy of the cyclic peptide (diketopiperazine) derived from labeled glycine and an optically active L-alpha-amino acid such as L-valine IT. Kanmera, et al~, Tetrahedron Lett. 4483 (1979)]. After acetylation of the diketopiperazine, reaction with an aldehyde takes place at the methylene position to form an unsaturated adduct which undergoes asymmetric hydrogenation in methanol using palladium black as catalyst. Hydrolysis then provides an easily separable mixture of unchanged L-valine and the newly formed L-alpha-amino acid that has high enantiomeric enrichment.

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