ИСТИНА

Functionalized phosphonic and phosphinic acids as well as their derivatives are the important organophosphorus biomimetics of natural amino (hydroxyl) substituted carboxylic acids, and some of them are found in living systems. Many of these substances exhibit properties as antibacterial, antiviral and antitumor agents, antibiotics, enzyme inhibitors, plant growth regulators and pesticides. Functionalized hydroxymethylphosphonic acids and corresponding phosphonopeptides compete with the carboxyl containing analogues for the active sites of the enzymes and cell receptors, and also they inhibit the enzymes involved in the metabolism of hydroxy carboxylic acids, thus affecting various biological processes in the cell. In addition, hydroxymethylphosphonates and their derivatives are useful synthetic receptors and chiral ligands in metal complexes and selective highly efficient complexones, extractants and analytical reagents. We have proposed the convenient synthesis of new aminomethylphosphinic acids and their derivatives containing N-alkyl 4-hydroxypiperidines moieties. So the addition of bis(trimethylsiloxy)phosphine to N-alkyl 4-piperidones proceeds under mild conditions to give PH-phosphinates as key compounds for preparation of trimethylsilyl esters of above acids via interaction with various aminals. The further treatment of phosphinic acids trimethylsilyl esters with the methanol resulted in the water-soluble corresponding acids in high yields.