title: α-Azido bisphosphonates: synthesis and nucleotide analogues.
abstract: The first examples of α-azido bisphosphonates [(RO)(2)P(O)](2)CXN(3) (1, R = i-Pr, X = Me; 2, R = i-Pr, X = H; 3, R = H, X = Me; 4, R = H, X = H) and corresponding β,γ-CXN(3) dGTP (5-6) and α,β-CXN(3) dATP (7-8) analogues are described. The individual diastereomers of 7 (7a/b) were obtained by HPLC separation of the dADP synthetic precursor (14a/b).
authors.affiliation: Department of Chemistry, University of Southern California, Los Angeles, California 90089-0744, USA.
authors.forename: Brian T
authors.initials: BT
authors.lastname: Chamberlain
authors.forename: Thomas G
authors.initials: TG
authors.lastname: Upton
authors.forename: Boris A
authors.initials: BA
authors.lastname: Kashemirov
authors.forename: Charles E
authors.initials: CE
authors.lastname: McKenna
mesh_terms: D001386:Azides / Q000737:chemistry*; D004164:Diphosphonates / Q000138:chemical synthesis*; D015394:Molecular Structure; D009711:Nucleotides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001386:Azides; D004164:Diphosphonates; D009711:Nucleotides