Bisphosphonate Prodrugs. Selective Synthesis of (1-Hydroxyethylidene)-1,1-bisphosphonate Partial Esters

All articles of this category Selective methods for the synthesis of (1-hydroxyethylidene)-1,1-bisphosphonate tri-, P,P′-di-, P,P-di- and mono esters have been developed. Preparation is started from selected symmetric or unsymmetric tetraesters of etidronate using alkalimetal salts or trimethylsilyl iodide as dealkylating agents. Synthesis of H 3 CC(OH)[P(O)(OH) 2 ][P(O)(OH)(OHex)] starting from trimethyl ester of etidronate is also described. 1 H, 13 C and 31 P NMR data are reported including 1 J CP , 2 J CP and 2 J PP couplings. The solid state structure is given for [1-(dimethoxyphosphinyl)-1-hydroxyethyl]-1-phosphonic acid monomethyl ester monopotassium salt ( 1a ). bisphosphonate - etidronate - partial esters - synthesis - prodrug