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Radiosynthesis of high specific activity tritium‐labeled precocene II
Author(s) -
Bowers William S.,
Franke Lothar,
Soderlund David M.
Publication year - 1983
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.2580200703
Subject(s) - chemistry , radiosynthesis , tritium , specific activity , chemical synthesis , radiochemistry , medicinal chemistry , nuclear chemistry , organic chemistry , in vivo , in vitro , enzyme , biochemistry , physics , microbiology and biotechnology , nuclear physics , biology
The insect antijuvenile hormone precocene II (6,7‐dimethoxy‐2,2‐dimethylchromene) was radiosynthesized, incorporating tritium specifically in the gem ‐dimethyl group at high specific activity. 7‐Hydroxycoumarin was methylated (CH 3 I/KOH) and then oxidized at 6‐position (K 2 S 2 O 8 /NaOH). The resulting 6‐hydroxy‐7‐methoxycoumarin was methylated (CH 3 I/KOH) and reacted with excess C 3 H 3 MgI to give precocene II‐[2‐methyl‐ 3 H] at a specific activity of 32 Ci/mmol. This synthetic scheme offers access to radiolabeled preparations of a wide variety of mono‐ and dialkoxy‐substituted analogues of precocene II.