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

Michael R. Chappelle, Alan D. Morgan, Nicholas C. O. Tomkinson, Timothy M. Willson

Research output: Chapter in Book/Report/Conference proceedingOther chapter contribution

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)]
LanguageEnglish
Title of host publicationSynthesis and applications of isotopically labelled compounds, volume 7
Subtitle of host publicationproceedings of the 7th international symposium, Dresden 18-22 June 2000
EditorsUlrich Pleiss, R. Voges
PublisherWiley-Blackwell
Pages80-83
Number of pages4
ISBN (Print)0471495018
Publication statusPublished - 30 Jan 2001

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Tritium
Labeling
Ligands
Catalysts

Keywords

  • tritium labeling
  • PXR ligand GW5801
  • tritium exchange reaction

Cite this

Chappelle, M. R., Morgan, A. D., Tomkinson, N. C. O., & Willson, T. M. (2001). Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. In U. Pleiss, & R. Voges (Eds.), Synthesis and applications of isotopically labelled compounds, volume 7: proceedings of the 7th international symposium, Dresden 18-22 June 2000 (pp. 80-83). Wiley-Blackwell.
Chappelle, Michael R. ; Morgan, Alan D. ; Tomkinson, Nicholas C. O. ; Willson, Timothy M. / Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. Synthesis and applications of isotopically labelled compounds, volume 7: proceedings of the 7th international symposium, Dresden 18-22 June 2000. editor / Ulrich Pleiss ; R. Voges. Wiley-Blackwell, 2001. pp. 80-83
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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)]",
keywords = "tritium labeling, PXR ligand GW5801 , tritium exchange reaction",
author = "Chappelle, {Michael R.} and Morgan, {Alan D.} and Tomkinson, {Nicholas C. O.} and Willson, {Timothy M.}",
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Chappelle, MR, Morgan, AD, Tomkinson, NCO & Willson, TM 2001, Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. in U Pleiss & R Voges (eds), Synthesis and applications of isotopically labelled compounds, volume 7: proceedings of the 7th international symposium, Dresden 18-22 June 2000. Wiley-Blackwell, pp. 80-83.

Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. / Chappelle, Michael R.; Morgan, Alan D.; Tomkinson, Nicholas C. O.; Willson, Timothy M.

Synthesis and applications of isotopically labelled compounds, volume 7: proceedings of the 7th international symposium, Dresden 18-22 June 2000. ed. / Ulrich Pleiss; R. Voges. Wiley-Blackwell, 2001. p. 80-83.

Research output: Chapter in Book/Report/Conference proceedingOther chapter contribution

TY - CHAP

T1 - Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction

AU - Chappelle, Michael R.

AU - Morgan, Alan D.

AU - Tomkinson, Nicholas C. O.

AU - Willson, Timothy M.

N1 - CAPLUS AN 2002:174743(Conference) 2nd ISBn print: 9780471495017

PY - 2001/1/30

Y1 - 2001/1/30

N2 - 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)]

AB - 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)]

KW - tritium labeling

KW - PXR ligand GW5801

KW - tritium exchange reaction

M3 - Other chapter contribution

SN - 0471495018

SP - 80

EP - 83

BT - Synthesis and applications of isotopically labelled compounds, volume 7

A2 - Pleiss, Ulrich

A2 - Voges, R.

PB - Wiley-Blackwell

ER -

Chappelle MR, Morgan AD, Tomkinson NCO, Willson TM. Tritium labeling of the PXR ligand GW5801 - an unexpected tritium exchange reaction. In Pleiss U, Voges R, editors, Synthesis and applications of isotopically labelled compounds, volume 7: proceedings of the 7th international symposium, Dresden 18-22 June 2000. Wiley-Blackwell. 2001. p. 80-83