SIMPLE SYNTHESIS OF OXIRANYLIDENE-2,2-BIS(PHOSPHONIC ACID): TETRABENZYL GEMINAL BISPHOSPHONATE ESTERS AS USEFUL INTERMEDIATES

REFERENCES

• Geddes , A.D. , D'Souza , S.M. , Ebetino , F.H. and Ibbotson , K.J. 1994 . Bone Mineral Research , 9 : 265
   PubMedGoogle Scholar
• Geddes , A.D. , Bevan , J.A. , Kasting , G.B. , Francis , M.D. , Mosekilde , L. and Hasling , C. 1992 . J. Bone Mineral Research , 7 : S328
   Google Scholar
• Storm , T. , Thamsborg , G. , Steiniche , T. , Genant , H.K. and Sorensen , O.H. 1990 . New Engl. J. Med. , 332 : 1265
   Google Scholar
• Fleisch , H. 1999 . Bone , 25 : 158
   Google Scholar
• Vitte , C. , Fleisch , H. and Guenther , H.L. 1996 . Endocrinology , 137 : 2324
   PubMed Web of Science ®Google Scholar
• Fleisch , H. 1996 . Osteoporosis Int. , 6 : 166
   PubMedGoogle Scholar
• Fleisch , H. 1994 . Br. J. Clin. Pract. , 48 : 323
   PubMedGoogle Scholar
• Body , J.J. , Bartl , R. , Buckhardt , P. , Delmers , P.D. , Fleisch , H. , Kanis , J.A. , Kyle , R.A. , Mundy , G.R. , Paterson , A.H.G. and Rubens , R.D. 1998 . J. Clin. Oncol. , 16 : 3890
   PubMed Web of Science ®Google Scholar
• Guenther , H.L. , Fleisch , H. and Walz , A. 1997 . J. Bone Min. Res. , 12 : 111
   PubMedGoogle Scholar
• Jowsey , J. and Hopkins , S.G. 1970 . J. Lab. Clin. Med. , 76 : 126
   PubMedGoogle Scholar
• Dodwell , D.J. , Howell , A. and Ford , J. 1990 . Br. J. Cancer , 61 : 123
   PubMedGoogle Scholar
• Sahni , M. , Guenther , H.L. , Fleisch , H. , Collin , P. and Martin , T.J. 1993 . J. Clin. Invest. , 91 : 2004
   PubMed Web of Science ®Google Scholar
• Fleisch , H. 1999 . Int. J. Clin. Pract. , 2
   Google Scholar
• Fleisch , H. and Scand . 1998 . J. Rheumatol. , 64
   Google Scholar
• Russell , R.G.G. , Croucher , P.I. and Rogers , M.J. 1999 . Osteoporosis Int. , 9 : 66
   PubMed Web of Science ®Google Scholar
• Li , Q.N. , Liang , N.C. , Huang , L.F. , Wu , T. , Hu , B. and Mo , L.E. 1998 . Acta Pharm. Sin. , 19 : 160
   Google Scholar
• Kyriakidou Himonas , M. and Aloia , J.F. 1997 . Adv. Therapy , 14 : 281
   Google Scholar
• Reginster , J.Y.L. , Halkin , V. , Gosset , C. and Deroisy , R. 1997 . Drugs Today , 33 : 563
   Google Scholar
• Khan , S.A. , Kanis , J.A. , Vasikaran , S. , Kline , W.F. , Matuszewski , B.K. , McCloskey , E.V. , Beneton , M.N.C. , Gertz , B.J. , Sciberras , D.G. , Holland , S.D. , Orgee , J. , Coombes , G.M. , Rogers , S.R. and Porras , A.G. 1997 . J. Bone Mineral Res. , 12 : 1700
   PubMed Web of Science ®Google Scholar
• Fleisch , H. 1997 . Hormone Metabolic Res. , 29 : 145
   PubMed Web of Science ®Google Scholar
• Black , L.J. , Sato , M. , Rowley , E.R. , Magee , D.E. , Bekele , A. , Williams , D.C. , Cullinan , G.J. , Bendele , R. , Kauffman , R.F. , Bensch , W.R. , Frolik , C.A. , Termine , J.D. and Bryant , H.U. 1994 . J. Clin. Invest. , 93 : 63
   PubMed Web of Science ®Google Scholar
• Heaney , R.P. 1991 . Am. J. Med. , 91 : 238
   Google Scholar
• Fleisch , H. , Shinoda , H. , Adamek , G. , Felix , R. , Schenk , R. and Hagan , P. 1983 . Calc. Tissue Int. , 35 : 87
   PubMedGoogle Scholar
• Beresford , S.A.A. , Weiss , N.S. , Voight , L.F. and McKnight , B. 1997 . Lancet , 349 : 458
   PubMed Web of Science ®Google Scholar
• Colditz , G.A. , Hankinson , S.E. , Hunter , D.J. , Willet , W.C. , Manson , J.E. , Stampfer , M.J. , Hennekens , C. , Rosner , B. and Speizer , F.E. 1995 . New Engl. J. Med. , 332 : 1589
   PubMed Web of Science ®Google Scholar
• Sturtz , G. and Guervenou , J. 1994 . Phosphorus Sulfur , 88 : 1
   Google Scholar
• Sturtz , G. and Guervenou , J. Fr. patent app . 2683527 . 1991 .
   Google Scholar
• Hiroaki , U. , Kadowaki , S. , Kamizono , A. , Masahiko , M. and Akihisa , M. Eur. patent app. . 0555845 . 1993 .
   Google Scholar
• Bosies , E. , Esswein , A. and Bauss , F. Int. patent WO . 92/05187 . 1992 .
   Google Scholar
• Saari , W.S. , Rodan , G.A. , Fisher , T.E. and Anderson , P.S. Eur. patent app. . 0496520 A . 1992 .
   Google Scholar
• Sugioka , T. and Inazu , M. Eur. patent app. . 0548884 A . 1992 .
   Google Scholar
• Sturtz , G. and Guervenou , J. 1991 . Synthesis , : 661
   Google Scholar
• Bosies , E. , Esswein , A. and Bauss , F. Eur. patent . 0 549 645 B1 . 1991 .
   Google Scholar
• Cust , M.P. , Gangar , K.F. and Whitehead , M.I. 1990 . HRT and Osteoporosis Edited by: Studd , J.W.W. and Drife , J.O. 209 London : Springer-Verlag .
   Google Scholar
• Gallagher , J.A. , Bowler , W. , Moore , J.P.G. and Page , P.C.B. U.K. patent app . 9613722.9 . 1996 .
   Google Scholar
• Mimura , M. , Hayashida , M. , Nomiyama , K. , Ikegami , S. and Iida , Y. 1993 . Chem. Pharm. Bull. , 41 : 1971 For examples see:
   PubMedGoogle Scholar
• Dufau , C. and Sturtz , G. 1992 . Phosphorus Sulfur , 69 : 93
   Web of Science ®Google Scholar
• den Hartog , J.A.J. , Wijnands , R.A. , van Boom , J.H. and Crea , R. 1981 . J. Org. Chem. , 46 : 2242
   Google Scholar
• Clasen , R. and Haegele , G. 1996 . J. Fluorine Chem. , 77 : 71
   Google Scholar
• McKenna , C.E. and Schmidhauser , J. 1979 . J. Chem. Soc. , 35 : 739
   Google Scholar
• McKenna , C.E. , Higa , M.T. , Cheng , N.H. and McKenna , M.C. 1977 . Tetrahedron Lett. , : 155
   Web of Science ®Google Scholar
• Greene , T.W. and Wuts , P.G.M. 1991 . Protecting Groups in Organic Synthesis, , 2nd edition New York : Wiley Interscience . For examples of the benzyl group as a protecting group in synthesis see:
   Google Scholar
• Kocienski , P.J. 1994 . Protecting Groups Stuttgart : Thieme .
   Google Scholar
• Amann , F. , Schaub , C. , Mueller , B. and Schmidt , R.R. 1998 . Chem. Eur. J. , 4 : 1106 For examples see:
   Web of Science ®Google Scholar
• Lampe , T.F.L. , Weitz-Schmidt , G. and Wong , C.-H. 1998 . Angew, Chem., Int. Ed. Engl. , 37 : 1707
   PubMed Web of Science ®Google Scholar
• Cristau , H.-J , Lambert , J.-M. and Pirat , J.-L. 1998 . Synthesis , 8 : 1167
   Google Scholar
• Hoffman , M. 1988 . Synthesis , : 62
   Google Scholar
• Alewood , P.F. , Johns , R.B. , Hoogenraad , N.J. and Sutherland , T. 1984 . Synthesis , : 403
   Google Scholar
• Saady , M. , Lebeau , L. and Mioskowski , C. 1995 . Helv. Chim. Acta , 78 : 670
   Web of Science ®Google Scholar
• Hoffman , M. and Wasielewski , C. 1990 . Phosphorus Sulfur , 53 : 69
   Google Scholar
• Mikroyannidis , J.A. , Tsolis , A.K. and Gourhiotis , D.J. 1982 . Phosphorus Sulfur , 13 : 279
   Web of Science ®Google Scholar
• Saady , M. , Lebeau , L. and Mioskowski , C. 1995 . J. Org. Chem. , 60 : 2946
   Web of Science ®Google Scholar
• Mioskowski , C. , Saady , M. and Lebeau , L. 1995 . Tetrahedron Lett. , 36 : 4785
   Google Scholar
• Gil , L. , Han , Y. , Opas , E.E. , Redan , G.A. and Ruel , R. 1999 . Bioorg. Med. Chem. , 7 : 901
   PubMed Web of Science ®Google Scholar
• Burgos-Lepley , C.E. , Mizsak , S.A. , Nugent , R.A. and Johnson , R.A. 1993 . J. Org. Chem. , 58 : 4159
   Web of Science ®Google Scholar
• Kerst , A.F. U. S. patent . 3,808,237 . 1974 .
   Google Scholar
• Gatrone , R.C. 1989 . J. Org. Chem. , 54 : 4272
   Google Scholar
• Duncan , G.D. , Li , Z.-M. , Khare , A.B. and McKenna , C.E. 1995 . J. Org. Chem. , 60 : 7080
   Web of Science ®Google Scholar
• Vepsäläinen , J. , Nupponen , H. , Pohjala , E. , Ahlgren , M. and Vainiotalo , P. 1992 . J. Chem. Soc., Perkin Trans. , 1 : 835
   Google Scholar
• Degenhardt , C.R. and Burdsall , D.C. 1986 . J. Org. Chem. , 51 : 3488
   Web of Science ®Google Scholar
• Vepsäläinen , J. 1999 . Tetrahedron Lett. , 40 : 8491
   Web of Science ®Google Scholar