A Mechanistic Study on the Formation of Dronic Acids

Ábrányi-Balogh, Péter and Greiner, István and Keglevich, György (2020) A Mechanistic Study on the Formation of Dronic Acids. MOLECULES, 26 (24). No.-7587. ISSN 1420-3049

Preview

Text Molecules_2021_dronates.pdf Available under License Creative Commons Attribution. Download (5MB) | Preview

Abstract

Dronic acid derivatives, important drugs against bone diseases, may be synthesized from the corresponding substituted acetic acid either by reaction with phosphorus trichloride in methanesulfonic acid as the solvent or by using also phosphorous acid as the P-reactant if sulfolane is applied as the medium. The energetics of the two protocols were evaluated by high-level quantum chemical calculations on the formation of fenidronic acid and benzidronic acid. The second option, involving (HO)2P-O-PCl2 as the nucleophile, was found to be more favorable over the first variation, comprising Cl2P-O-SO2Me as the real reagent, especially for the case of benzidronate

Actions (login required)

Edit Item