Resum
The configurational and conformational structure of alfentanil hydrochloride (1) was studied by nuclear magnetic resonance and theoretical calculations. Compound 1 is best described by equilibrium between two stereoisomeric piperidinium rings with the N-substituent always being in equatorial position. Nuclear magnetic resonance spectra demonstrate that, depending on the solvent, 1 adopts the conformation with an axial methoxymethylene group. Computations were crucial in determining the importance of the transannular attractive interaction between the positive charge at the piperidinium N-atom and the methoxymethyl group in position 4. Copyright © 2014 John Wiley & Sons, Ltd.
Idioma original | Anglès |
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Pàgines (de-a) | 440-447 |
Revista | Magnetic Resonance in Chemistry |
Volum | 52 |
Número | 8 |
DOIs | |
Estat de la publicació | Publicada - 1 de gen. 2014 |