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Synthesis of tritium‐ and deuterium‐labeled budesonide
Author(s) -
Latli Bachir,
Krishnamurthy Dhileep,
Senanayake Chris
Publication year - 2008
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1480
Subject(s) - chemistry , tritium , butyraldehyde , budesonide , double bond , radiochemistry , perchloric acid , deuterium , palladium , catalysis , nuclear chemistry , organic chemistry , corticosteroid , medicine , physics , surgery , quantum mechanics , nuclear physics
Tritium‐labeled budesonide was prepared by the selective reduction of a double bond in the butenylenedioxy side chain using carrier‐free tritium and palladium on carbon as a catalyst in absolute ethanol. Although the reduction gave a mixture of the desired product and the expected byproducts resulting from over reduction of the other double bonds in ring A, the desired tritium‐labeled budesonide was easily isolated by reverse phase HPLC and with specific activity of 54 Ci/mmol. [D 8 ]‐budesonide was prepared from 16α‐hydroxyprednisolone and D 8 ‐butyraldehyde in 1,4‐dioxane in the presence of perchloric acid. The isotopic enrichment was found to be more than 99 atom% D. Copyright © 2008 John Wiley & Sons, Ltd.