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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 23
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Original Articles

Synthesis of a Novel Bisphosphonic Acid Alkene Monomer

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Pages 3577-3584 | Received 30 Jul 2009, Published online: 05 Nov 2010

REFERENCES

  • Zhang , S. ; Gangal , G. ; Uludag , H. Magic bullets for bone diseases: Progress in rational design of bone-seeking medicinal agents . Chem. Soc. Rev. 2007 , 36 , 507 – 531 .
  • Chen , X. ; Huang , R. ; Pelton , R. The reinforcement of calcium carbonate filled papers with phosphorus-containing polymers . Ind. Eng. Chem. Res. 2005 , 44 , 2078 – 2085 .
  • Mohr , J. ; Oppenlaender , K. ; Denzinger , W. ; Heinrich , B. ; Baur , R. ; Gousetis , C. ; Kud , A. Phosphonomethylated poly(vinyl amines) as wash formulation additive and water-treatment chemicals , DE 3926059. February 14, 1991 .
  • Wang , L. ; Zhang , M. ; Yang , Z. ; Xu , B. The first pamidronate containing polymer and copolymer . Chem. Commun. 2006 , 2006 , 2795 – 2797 .
  • Abuelyaman , A. S. ; Boardman , G. S. ; Shukla , B. A. ; Aasen , S. M. ; Mitra , S. B. ; Mikulla , M. ; Cinader , D. K. Dental compositions including polymerizable bisphosphonic acids. US 2004206932, October 21, 2004 .
  • Russell , R. G. G. ; Watts , N. B. ; Ebetino , F. H. ; Rogers , M. J. Mechanisms of action of bisphosphonates: Similarities and differences and their potential influence on clinical efficacy . Osteoporos. Int. 2008 , 19 , 733 – 759 .
  • Marma , M. S. ; Xia , Z. ; Stewart , C. ; Coxon , F. P. ; Dunford , J. E. ; Baron , R. ; Kashemirov , B. A. ; Ebetino , F. H. ; Triffitt , J. T. ; Russell , R. G. G. ; McKenna , C. E. Synthesis and biological evaluation of alpha-halogenated bisphosphonate and phosphonocarboxylate analogues of risedronate . J. Med. Chem. 2007 , 50 , 5967 – 5975 .
  • Fitch , S. J. ; Moedritzer , K. NMR study of the P-C(OH)-P to P-C-O-P rearrangement: Tetraethyl 1-hydroxyalkylidenediphosphonates . J. Am. Chem. Soc. 1962 , 84 , 1876 – 1879 .
  • Ruel , R. ; Bouvier , J.-P. ; Young , R. N. Single-step preparation of 1-hydroxybisphosphonates via addition of dialkyl phosphite potassium anions to acid chlorides . J. Org. Chem. 1995 , 60 , 5209 – 5213 .
  • Mikami , K. ; Itoh , Y. ; Yamanaka , M. Fluorinated carbonyl and olefinic compounds: Basic character and asymmetric catalytic reactions. Chem. Rev. 2003, 104, 1–16.
  • Romanenko , V. D. ; Kukhar , V. P. Fluorinated phosphonates: Synthesis and biomedical application . Chem. Rev. 2006 , 106 , 3868 – 3935 .
  • Sucato , C. A. ; Upton , T. G. ; Kashemirov , B. A. ; Batra , V. K. ; Martinek , V. ; Xiang , Y. ; Beard , W. A. ; Pedersen , L. C. ; Wilson , S. H. ; McKenna , C. E. ; Florian , J. ; Warshel , A. ; Goodman , M. F. Modifying the beta, gamma leaving-group bridging oxygen alters nucleotide incorporation efficiency, fidelity, and the catalytic mechanism of DNA polymerase beta . Biochemistry 2007 , 46 , 461 – 471 .
  • Ebetino , F. H. ; Degenhardt , C. R. ; Jamieson , L. A. ; Burdsall , D. C. Recent work on the synthesis of phosphonate-containing, bone-active heterocycles . Heterocycles 1990 , 30 , 855 – 862 .
  • Marma , M. S. ; Khawli , L. A. ; Harutunian , V. ; Kashemirov , B. A. ; McKenna , C. E. Synthesis of alpha-fluorinated phosphonoacetate derivatives using electrophilic fluorine reagents: Perchloryl fluoride versus 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) . J. Fluorine Chem. 2005 , 126 , 1467 – 1475 .
  • Bako , P. ; Novak , T. ; Ludanyi , K. ; Pete , B. ; Toke , L. ; Keglevich , G. D-glucose-based aza-crown ethers with a phosphonoalkyl side chain: application as enantioselective phase transfer catalysts . Tetrahedron: Asymmetry 1999 , 10 , 2373 – 2380 .
  • Reddy , G. V. ; Jacobs , H. ; Gopalan , A. S. ; Barrans , R. E. , Jr. ; Dietz , M. L. ; Stepinski , D. ; Herlinger , A. Synthesis of symmetrical methylenebis(alkyl hydrogen phosphonates) by selective cleavage of methylenebis(dialkyl phosphonates) with morpholine . Synth. Commun. 2004 , 34 , 331 – 344 .
  • Leroux , Y. ; El Manouni , D. ; Safsaf , A. ; Neuman , A. ; Gillier , H. Structural study of 1-hydroxy-4-aminobutane-1,1-bis(phosphonic acid) . Phosphorus, Sulfur, Silicon Relat. Elem. 1991 , 63 , 181 – 191 .
  • Guenin , E. ; Monteil , M. ; Bouchemal , N. ; Prange , T. ; Lecouvey , M. Syntheses of phosphonic esters of alendronate, pamidronate and neridronate . Eur. J. Org. Chem. 2007 , 2007 , 3380 – 3391 .
  • Pinho , S. P. ; Macedo , E. A. Solubility of NaCl, NaBr, and KCl in water, methanol, ethanol, and their mixed solvents . J. Chem. Eng. Data 2005 , 50 , 29 – 32 .

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