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Synthesis of tritium and carbon‐14 labeled timefurone
Author(s) -
Hsi Richard S. P.,
Gammill Ronald B.,
Daniels Edward G.
Publication year - 1985
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.2580221209
Subject(s) - chemistry , tritium , carbon 14 , derivative (finance) , thioether , ring (chemistry) , tritium illumination , carbon fibers , radiochemistry , stereochemistry , organic chemistry , physics , materials science , quantum mechanics , composite number , nuclear physics , financial economics , economics , composite material
Timefurone ( 1 ), a methyl thioether analogue of khellin ( 2 ), was labeled with tritium at the C‐2 position and with carbon‐14 at the C‐5 position for conducting in vivo biotransformation studies with 1 . Tritium labeled 1 was prepared by lithiating and tritiating a silyllated derivative of khellinone ( 3 ) at C‐2, followed by converting the labeled khellinone into 1 . Carbon‐14 labeled 1 was obtained by first dismantling the pyrone ring of khellin, followed by reconstruction of the ring with incorporation of carbon‐14 into the carbonyl position.