Synthesis of [14C]-radiolabelled entecavir
Article first published online: 13 JUN 2005
Copyright © 2005 John Wiley & Sons, Ltd.
Journal of Labelled Compounds and Radiopharmaceuticals
Volume 48, Issue 9, pages 645–655, August 2005
How to Cite
Ogan, M. D., Kucera, D. J., Pendri, Y. R. and Kent Rinehart, J. (2005), Synthesis of [14C]-radiolabelled entecavir. J Label Compd Radiopharm, 48: 645–655. doi: 10.1002/jlcr.955
- Issue published online: 13 JUN 2005
- Article first published online: 13 JUN 2005
- Manuscript Revised: 23 MAR 2005
- Manuscript Accepted: 23 MAR 2005
- Manuscript Received: 14 MAR 2005
Radiolabelled [14C]entecavir, (1), was prepared in 12 steps from (1S,2R,3S,5R)-3-(benzyloxy)-2-(benzyloxymethyl)-6-oxa-bicyclo[3.1.0]hexane 2. The chemical yield of [14C]entecavir was 14% from the epoxide 2. Introduction of [14C] radiolabel was achieved by elaboration of 4,5-diaminopyrimidine 8 with triethyl[14C]orthoformate to purine derivative 9. The radiochemical yield of [14C]entecavir from triethyl[14C]orthoformate was 11.3%. Radiochemical purity of [14C]entecavir determined by HPLC was 99.8%. The specific activity of [14C]entecavir was 108 µCi/mg (29.9 mCi/mmol). Copyright © 2005 John Wiley & Sons, Ltd.