Substituted arylmethyl-amino-phosphonic acid monoethyl esters have been synthetized by alkaline hydrolysis of the parent diester derivatives. Diastereoisomerizations due to racemization at the chiral -CH- centers were observed in the hydrolytic process. Our compounds are very soluble in water and strong polar organic solvents; therefore, these derivatives can be used for biological and agrochemical tests in hydrophilic media. Some of the prepared compounds are deeply coloured and their absorption maxima are pH-dependent. The H-1 and P-31-NMR spectra show interesting features, whereas the MS-FAB obtained with negative ion source are diagnostic for structural assignments. In all MS spectra, peaks due to cluster ions [nM - Na]- where observed.
SYNTHESIS, NMR CHARACTERIZATION AND FAB-MS SPECTRA OF SOME ARYLMETHYL-AMINO-PHOSPHONIC ACID MONOETHYL ESTERS
FAILLA, Salvatore;
1993-01-01
Abstract
Substituted arylmethyl-amino-phosphonic acid monoethyl esters have been synthetized by alkaline hydrolysis of the parent diester derivatives. Diastereoisomerizations due to racemization at the chiral -CH- centers were observed in the hydrolytic process. Our compounds are very soluble in water and strong polar organic solvents; therefore, these derivatives can be used for biological and agrochemical tests in hydrophilic media. Some of the prepared compounds are deeply coloured and their absorption maxima are pH-dependent. The H-1 and P-31-NMR spectra show interesting features, whereas the MS-FAB obtained with negative ion source are diagnostic for structural assignments. In all MS spectra, peaks due to cluster ions [nM - Na]- where observed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
