title: Synthesis of triple-bond-containing 1-hydroxy-1,1-bisphosphonic acid derivatives to be used as precursors in "click" chemistry: two examples.
abstract: The synthesis of novel (ω-alkynyl-1-hydroxy-1,1-diyl)bisphosphonic acid tetramethyl esters (1a-c), their P,P'-dimethyl esters (2a-c), and two trimethyl ester derivatives (3a and 3b) is reported. The prepared compounds can be attached to many kinds of molecules containing azide (-N3) functionalities using a "click" chemistry approach. As an example, bisphosphonate trimethyl ester 3a and P,P'-dimethyl ester 2b were attached to triethylene glycol to form triethylene glycol-bisphosphonate conjugates 4 and 5 as model compounds for further studies in, for example, nanoparticle targeting.
authors.affiliation: Biocenter Kuopio, School of Pharmacy, University of Eastern Finland , P.O. Box 1627, FIN-70211 Kuopio, Finland.
authors.forename: Petri A
authors.initials: PA
authors.lastname: Turhanen
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D001386:Azides / Q000737:chemistry*; D057930:Click Chemistry; D004164:Diphosphonates / Q000737:chemistry*; D004952:Esters; D005026:Ethylene Glycols / Q000737:chemistry*; D053758:Nanoparticles / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D004164:Diphosphonates; D004952:Esters; D005026:Ethylene Glycols