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Original Articles

Synthesis of 1,3-Dl-O-Acetyl-5-O-Benzoyl-2-O -(O-Carboran-1-Ylmethyl)- D-Ribofuranose. A General Precursor for the Preparation of Carborane-Containing Nucleosides for Boron Neutron Capture Therapy

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Pages 1765-1779 | Received 01 Jun 1992, Accepted 02 Sep 1992, Published online: 23 Sep 2006

References

  • Barth , R. F. , Soloway , A. H. and Fairchild , R. G. 1990 . Cancer Res , 50 : 1061
  • Tjarks , W. , Anisuzzaman , A. K. M. , Liu , L. , Soloway , A. H. , Barth , R. F. , Perkins , D. J. and Adams , D. M. 1992 . J. Med. Chem , 35 : 1628
  • Liu , L. , Barth , R. F. , Soloway , A. H. , Anisuzzaman , A. K. M. , Alam , F. , Tjarks , W. , Zha , X. and Morrison , G. H. 1991 . Proc. Amer. Assoc. Cancer Res , 32 : 407
  • Liu , L. , Barth , R. F. , Tjarks , W. , Soloway , A. H. , lves , D. H. and Bendayan , M. 1992 . Proc. Amer. Assoc. Cancer Res , 33 : 503
  • Nishihara , K. , Barth , R. F. , Liu , L. , Tjarks , W. , Soloway , A. H. , Staubus , A. E. , Rotaru , J. , Adams , D. M. , Bendayan , M. and Kassis , A. 1992 . Proc. Amer. Assoc. Cancer Res , 33 : 502
  • Wagner , D. , Verheyden , J. P. H. and Moffatt . 1974 . J. G. J. Org. Chem , 39 : 24
  • Grimes , R. N. 1970 . Carboranes , Edited by: Maitlis , P. M. , Stone , F. G. A. and West , R. New York, London : Academic Press, Inc. .
  • Schinazi , R. F. and Prusoff , W. H. 1985 . J. Org. Chem , 50 : 841
  • Yamamoto , Y. , Seko , T. , Rong , F. G. and Nemoto , H. 1989 . Tetrahedron Lett , 30 : 7191
  • Yamamoto , Y. , Seko , T. and Nemoto , H. 1989 . J. Org. Chem , 54 : 4734
  • Yamamoto , Y. 1991 . Pure and Appl. Chem , 63 : 423
  • Sood , A. , Spielvogel , B. F. and Shaw , B. R. 1989 . J. Am. Chem. Soc , 111 : 9234
  • Sood , A. , Shaw , B. R. and Spielvogel , B. F. 1990 . J. Am. Chem. Soc , 112 : 9000
  • Baker , D. C. , Horton , D. and Tindal , C. G. 1972 . Methods Carbohydr. Chem. , 7 : 3
  • Bock , K. and Thogersen , H. 1982 . Annu. Rep. NMR Spectrosc , 13 : 1
  • Reichman , U. , Watanabe , K. A. and Fox , J. J. 1975 . Carbohydr. Res. , 42 : 233
  • Leukart , O. , Caviezel , M. , Eberle , A. , Escher , E. , Tun-Kyi , A. and Schwyzer , R. 1976 . Helv. Chim. Acta , 59 : 2184
  • Lemieux , R. U. and Lineback , D. R. 1963 . Annu. Rev. Biochem , 32 : 155
  • 1H-NMR data (MeOH-d4) for ribose derivative 7: δ 1. 30 - 3. 00 (br. m, 10H, B-H); 1. 84 (s, 3H, Ac); 4. 08, 4. 21 (ABq, 2H, O-CH2-Ccarborane, Ja, b = 10. 9); 4. 26 (d, 1H, H-2, J2, 3 = 4. 5); 4. 42, 4. 69 (d of ABq, 2H, H-5a, H-5b, J5a, 5b = 12. 1, J4, 5a = 4. 0, J4, 5b = 3. 5); 4. 53 (m, 2H, H-4, Ccarborane-H); 5. 47 (dd, 1H, J3, 4=7. 0); 6. 09 (s, 1H, J1, 2=0); 7. 45 - 8. 05 (m, 5H, arom.); 8. 21 (s, 1H, O-CHO).
  • Perlin , A. S. 1980 . The Carbohydrates , 2nd Edition Edited by: Pigman , W. and Horton , D. Vol. 1B , 1167 New York : Academic Press .
  • Rowell , R. M. 1972 . Carbohydr. Res. , 23 : 417
  • Vorbrüggen , H. , Krolikiewicz , K. and Bennua , B. 1981 . Chem. Ber. , 114 : 1234
  • Vorbrüggen , H. and Bennua , B. 1981 . Chem. Ber. , 114 : 1279
  • Vorbrüggen , H. and Höfle , G. 1981 . Chem. Ber. , 114 : 1256

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