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Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction

Chappelle, Michael R. and Morgan, Alan D. and Tomkinson, Nicholas C. O. and Willson, Timothy M. (2001) Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. In: Synthesis and applications of isotopically labelled compounds, volume 7. Wiley-Blackwell, pp. 80-83. ISBN 0471495018

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Abstract

H-T exchange on 4,3,5-HO(Me3C)2C6H2CHO in presence of Crabtree's catalyst gave exclusively 4,3,5-HO(Me3C)2C6H2CTO, which was treated with CH2[P(O)(OEt)2]2 to give 4,3,5-HO(Me3C)2C6H2CT:CH[P(O)(OEt)2]2. The absence of ring tritiation in 4,3,5-HO(Me3C)2C6H2CHO is attributed to steric hindrance by the tert.-Bu groups. [on SciFinder(R)]