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The preparation of tritium and deuterium-labelled camptothecin

✍ Scribed by Peter E. Ronman; Mansukh C. Wani; Monroe E. Wall

Publisher
John Wiley and Sons
Year
1981
Tongue
French
Weight
348 KB
Volume
18
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The synthesis of d, l, ‐12‐bromocamptothecin (2d) from camptothecin (1) is described. Reduction of the bromo derivative 2d with tritium gas in the presence of palladium on carbon afforded d, l‐camptothecin 12‐^3^H having a specific activity of 29 Ci/mmol. A simpler labelling procedure was subsequently discovered whereby deuterium in the presence of palladium on carbon reduced ring B of camptothecin and also exchanged the C‐5 hydrogen with deuterium. The reduced camptothecin aromatized to camptothecin in the presence of air to give deuterium incorporation in the C‐5 and C‐7 positions.

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