Abdurakhmanova E. Synthesis and properties of new 4-phosphorylated 5-(hydroxyalkyl)amino-1,3-oxazoles

Properties and reactivity of these compounds as well as possibility of their further modification were also studied. New potential bioregulators of cyclic and acyclic nature were found which obtained based on diethyl esters [(1-acylamino)-2,2,2-trichloroethyl]phosphonic acids and [(1-acylamino)-2,2-dichloroethenyl]triphenilphosphonium chlorides. It has been shown that interaction of [(1-acylamino)-2,2-dichloroethenyl]triphenylphosphonium chlorides with monoethanolamine leads to the formation of 4-phosphorylated 1,3-oxazole derivatives alone, which contain an aminoalkanol residue in position 5 of the oxazole ring. Under similar conditions, N-substituted aminoalkanols form with [(1-acylamino)-2,2-dichloroethenyl]triphenyl-phosphonium chlorides phosphorylated 2-methyliden-1,3-oxazolidine derivatives, which contain the triphenylphosphonium group in a side chain. Chemical synthesis, IR and NMR spectroscopy (1H, 13C, 31P), LCMS, X-ray diffraction analysis, the HPLC column, polarimetry, elemental analysis. Preliminary biological studies of a number of synthesized substances were performed. Scope - bioorganic chemistry.