## Abstract Oximation of erythromycin A with hydroxylamine hydrochloride and sodium acetate in methanol led to the formation of pseudoerythromycin A enol ether with erythromycin A oxime as analysed by detailed two‐dimensional NMR spectroscopy in the mixture along with traces of 8,9‐anhydroerythromy
Structural and conformational analysis of (E)-erythromycin A oxime
✍ Scribed by John M. McGill; Ross Johnson
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 467 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
A complete and unambiguous assignment of the ^1^H and ^13^C NMR spectra of (E)‐erythromycin A oxime in acetone‐d~6~ was accomplished by two‐dimensional chemical shift correlation methods. The ^1^H NMR NOE data, in conjunction with molecular modeling techniques, were used to predict the predominant solution conformation of erythromycin A oxime in acetone‐d~6~. This conformational analysis was used to explain the lack of facial selectivity observed in the reduction of the oxime.
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The microwave spectrum of (E)-benzaldehyde oxime, C 6 H 5 -CH|NOH and C 6 H 5 -CH|NOD, has been observed in the frequency range from 26.5 to 40.0 GHz. The spectrum of the ground vibrational state was assigned and fitted to the Watson's A-reduced Hamiltonian to obtain these rotational and centrifugal
## Abstract From the reaction of 2‐acetylcyclopentanone with benzoylhydrazine, the cyclopentanopyrazole derivative **4** was obtained as the only product. The structural assignment of this compound and also of the hydroxypyrazoline **3**, used as a model compound, was established by analysis of the