Synthesis of 1-[1-(diphenoxyphosphoryl)alkyl]-3,4,6-trimethylglycolurils

The reaction of 1,3,4-trimethylglycoluril, aliphatic aldehydes and triphenyl phosphite in the presence of methanesulfonic acid affords new phosphorus-containing derivatives of glycoluril. The thus formed diastereomers of 1-[1-(diphenoxyphosphoryl)alkyl]-3,4,6-trimethylglycolurils were separated by reverse-phase HPLC

Bíblia. A.T. Càntic dels càntics. Llatí

Or

Bíblia. A.T. Càntic dels Càntics. Llatí

Orn

Urea salts with 1-hydroxyethylidene diphosphonic acid

The reaction of urea with 1-hydroxyethylidene diphosphonic acid in the ratios of 1 : 1, 1 : 2, 1 : 3 wasfirst studied. As a result of the reactions, the corresponding 1 : 2 or 2 : 1 salts were formed, which can exhibitbiological activity. The synthesized compounds were characterized by atomic emission spectroscopy, IR and NMR spectroscopy. According to atomic emission analysis, an increase in the amount of urea from 3 moles or more per 1 mole of 1-hydroxyethylidene diphosphonic acid does not cause an increase in the urea content in the final products. According to NMR spectroscopy data, compounds in the formation of which phosphoryl groups of 1-hydroxyethylidene diphosphonic acid are involved are in dynamic equilibrium salt–free acid

Isolation, identification, and chromatographic separation of N-methyl derivatives of glycoluril

Mono-, di-, and tetramethylglycolurils were synthesized, isolated, and purified. For the first time, the cis- and the trans-isomers of N,N-dimethylglycoluril were isolated as individual substances by semi-preparative HPLC method. The structures of the synthesized compounds were confirmed by 1H NMR, 13C NMR, and HR–HPLC–MS. The EI mass spectra of individual substances were obtained by the GC–MS. Retention and resolution of N-methyl glycolurils were investigated in the reversed-phase HPLC mode for different stationary phases: C18, SB–Aq, and Luna 5u PFP(2). The retention of N-methyl glycolurils depended on the amount of CH3 groups and distance between the CH3 groups in the structure. The stationary phases provided different selectivity for glycoluril and its N-methyl derivatives due to different shape selectivity. Complete separation of the N-methyl derivatives of glycoluril was achieved in 4.5 min on the stationary phase with pentafluorophenyl propyl ligand in a gradient mode