ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Preparation of trisodium O -monoalkyl and O -monoaryl diphosphates

Fridrich Gregáň, Milan Melicherčík, Juraj Gregáň, and Milan Remko

Department of Chemistry, Faculty of Natural Sciences, Matej Bell University, Tajovského 40, SK-974 01 Banská Bystrica, Slovak Republic

E-mail: remko@fpharm.uniba.sk

Received: 9 July 2007  Revised: 15 October 2007  Accepted: 12 November 2007

Abstract: Trisodium O-methyl, O-butyl, O-phenyl, and O-(4-nitrophenyl) diphosphates were synthesized from sodium dimethylamido-O-(2-cyanoethyl) phosphate and O-alkyl-and O-aryl phosphoric acids. While in the previously described method, sodium hydroxide was used for the preparation of O-phenyl diphosphate, in our current work, we present an improved protocol, where sodium methoxide is used to increase the yields of O-alkyl and O-aryl diphosphates. The structures of final compounds were determined by ¹H NMR, ³¹P NMR, and IR spectroscopy. The sodium O-alkyl- and O-aryl diphosphate salts prepared by this method may be used for the study of biological activity of diphosphate analogues.

Keywords: trisodium O-alkyl diphosphates - trisodium O-aryl diphosphates - pyrophosphate -  ¹H NMR -  ³¹P NMR - IR

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-008-0015-1

Chemical Papers 62 (2) 223–226 (2008)