Synthesis of functionalized bisphosphonates via click chemistry.
An efficient general synthetic approach giving the possibility for facile, rapid and cheap access to a wide range of novel nitrogen-bisphosphonates (N-BPs) as potent drug candidates, based on the reaction of mono- and bis-propargyl-substituted bisphosphonates with a variety of azides under Cu(i) catalysis ("click" methodology), has been developed. The method allows the incorporation of two functionalities into the N-BP molecule simultaneously, as well as to ligate in situ two N-BPs to one another via the one-pot reaction of organic dibromides with propargyl-substituted bisphosphonates, generating both the diazide and Cu(I) moieties.
Skarpos
Hanna
H
Institute for Inorganic & Physical Chemistry, University of Bremen, Leobener Strasse., D-28334 Bremen, Germany.
Osipov
Sergey N
SN
Vorob'eva
Daria V
DV
Odinets
Irina L
IL
Lork
Enno
E
Röschenthaler
Gerd-Volker
GV
D000480:Alkynes / Q000737:chemistry; D004164:Diphosphonates / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
D000480:Alkynes; D004164:Diphosphonates