engleski

Synthesis, characterization and stability studies of 10, 11-dihydrocinchonidine carbamates

Cinchonidine, together with cinchonine, quinine and quinidine, is natural alkaloid isolated on industrial scale from the bark of the Cinchona tree.[1] Cinchona alkaloids and their derivatives have application as chiral resolving agents in NMR spectroscopy and as chiral stationary phases for chromatographic separation of different analytes. [2] 10, 11-dihydrocinchonidine was prepared by transfer hydrogenation of cinchonidine over a palladium on carbon catalyst using formic acid/ammonium formate as hydrogen donor.[3] A series of monosubstituted aromatic (phenyl group) and disubstituted aliphatic or aromatic (methyl, ethyl and phenyl groups) 10, 11- dihydrocinchonidine carbamates have been prepared by reaction of 10, 11-dihydrocinchonidine with appropriately substituted isocyanates or carbamoyl chlorides. The structures of all prepared carbamates were confirmed by 1D, 2D 1H and 13C NMR spectroscopy techniques. Evaluation of stability for prepared carbamates in solution was assessed by 1H NMR spectroscopy.

10, 11-dihydrocinchonidine ; carbamates ; NMR spectroscopy

nije evidentirano