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Synthesis of high specific activity R‐and S‐ warfarin‐3H

Publication ,  Journal Article
Cook, CE; Tallent, CR; Ballentine, NH; Taylor, GF; Kepler, JA
Published in: Journal of Labelled Compounds and Radiopharmaceuticals
January 1, 1979

4‐Hydroxy‐3‐[3‐oxo‐1‐(3‐bromophenyl)butyl]‐2H‐1‐benzopyran‐2‐one (3′ ‐bromowarfarin) was synthesized and resolved into its enantiomers by formation of the d‐10‐camphorsulfonate diastereoisomers, which were separated by liquid chromatography and hydrolyzed. The pure enantiomers were reduced with tritium gas to yield R‐ and S‐4‐hydroxy‐3‐[3‐oxo‐1‐(phenyl‐3‐3H)butyl]‐2H‐l‐ benzopyran‐2‐one (R‐ and S‐warfarin‐3′‐3H) of specific activity 31.2 and 24.9 Ci/mmole, respectively. The compounds have been used to develop a stereoselective radioimmunoassay for warfarin enantiomers. Copyright © 1979 John Wiley & Sons, Ltd.

Duke Scholars

Published In

Journal of Labelled Compounds and Radiopharmaceuticals

DOI

EISSN

1099-1344

ISSN

0362-4803

Publication Date

January 1, 1979

Volume

16

Issue

4

Start / End Page

623 / 631

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 3405 Organic chemistry
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry
 

Citation

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Cook, C. E., Tallent, C. R., Ballentine, N. H., Taylor, G. F., & Kepler, J. A. (1979). Synthesis of high specific activity R‐and S‐ warfarin‐3H. Journal of Labelled Compounds and Radiopharmaceuticals, 16(4), 623–631. https://doi.org/10.1002/jlcr.2580160415
Cook, C. E., C. R. Tallent, N. H. Ballentine, G. F. Taylor, and J. A. Kepler. “Synthesis of high specific activity R‐and S‐ warfarin‐3H.” Journal of Labelled Compounds and Radiopharmaceuticals 16, no. 4 (January 1, 1979): 623–31. https://doi.org/10.1002/jlcr.2580160415.
Cook CE, Tallent CR, Ballentine NH, Taylor GF, Kepler JA. Synthesis of high specific activity R‐and S‐ warfarin‐3H. Journal of Labelled Compounds and Radiopharmaceuticals. 1979 Jan 1;16(4):623–31.
Cook, C. E., et al. “Synthesis of high specific activity R‐and S‐ warfarin‐3H.” Journal of Labelled Compounds and Radiopharmaceuticals, vol. 16, no. 4, Jan. 1979, pp. 623–31. Scopus, doi:10.1002/jlcr.2580160415.
Cook CE, Tallent CR, Ballentine NH, Taylor GF, Kepler JA. Synthesis of high specific activity R‐and S‐ warfarin‐3H. Journal of Labelled Compounds and Radiopharmaceuticals. 1979 Jan 1;16(4):623–631.
Journal cover image

Published In

Journal of Labelled Compounds and Radiopharmaceuticals

DOI

EISSN

1099-1344

ISSN

0362-4803

Publication Date

January 1, 1979

Volume

16

Issue

4

Start / End Page

623 / 631

Related Subject Headings

  • Medicinal & Biomolecular Chemistry
  • 3405 Organic chemistry
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry