Structure of warfarin in solution

Structure of warfarin in solution

Warfarin in solution is shown to consist of three interconverting tautomeric structures, two of which are cyclic diastereomeric hemiketals, while the third and minor component is the open-chain intermediate form. The configurations of all the tautomers as well as the major conformations of the cycli...

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Veröffentlicht in:Journal of medicinal chemistry 1977-11, Vol.20 (11), p.1489-1493
Hauptverfasser: Valente, E. J, Lingafelter, E. C, Porter, W. R, Trager, W. F
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Phenomena
Chemistry
Isomerism
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Conformation
Solutions
Warfarin
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container_end_page 1493
container_issue 11
container_start_page 1489
container_title Journal of medicinal chemistry
container_volume 20
creator Valente, E. J
Lingafelter, E. C
Porter, W. R
Trager, W. F
description Warfarin in solution is shown to consist of three interconverting tautomeric structures, two of which are cyclic diastereomeric hemiketals, while the third and minor component is the open-chain intermediate form. The configurations of all the tautomers as well as the major conformations of the cyclic tautomers are assigned. The assignments are supported by comparison with the chemical shift and coupling constant parameters of structurally fixed model compounds.
doi_str_mv 10.1021/jm00221a025
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source MEDLINE; American Chemical Society Publications
subjects Chemical Phenomena
Chemistry
Isomerism
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Conformation
Solutions
Warfarin
title Structure of warfarin in solution
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