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Posaconazole: Application of HSQC‐ADEQUATE from General Indirect Covariance Processing
Author(s) -
Martin Gary E.
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.892
Subject(s) - heteronuclear single quantum coherence spectroscopy , chemistry , heteronuclear molecule , covariance , posaconazole , correlation , sensitivity (control systems) , biological system , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , statistics , antifungal , nuclear magnetic resonance spectroscopy , mathematics , medicine , geometry , amphotericin b , dermatology , electronic engineering , engineering , biology
Posaconazole is a structurally complex triazole antifungal agent that, by virtue of its structural complexity, provides a good test molecule for the evaluation of NMR structure elucidation methodologies. Although GHMBC and related long‐range 1 H– 13 C heteronuclear shift correlation techniques are extremely powerful, at the same time, when dealing with unknowns, they can be problematic in that there is no way to readily differentiate adjacent ( 2 J CH ) correlations from longer range correlations, e.g ., 3 J CH and n J CH , n > 3. The 1,1‐ADEQUATE experiment, in contrast, provides unequivocal experimental access to adjacent carbon–carbon correlation information, albeit with a sensitivity penalty, as the experiment involves an adjacent 13 C– 13 C out‐and‐back magnetization transfer. In part, the sensitivity penalty can be overcome by using unsymmetrical indirect covariance or general indirect covariance processing methods. The application of these methods through the coprocessing of multiplicity‐edited GHSQC and 1,1‐ADEQUATE data to generate an HSQC‐ADEQUATE correlation plot is demonstrated for posaconazole.