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Original Articles

AN IMPROVED SYNTHESIS OF (S)- OR (R)-N-BcE-PROTECTED 1,5-BENZOTHIAZEPINE DERIVATIVES

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Pages 405-415 | Published online: 18 Feb 2009

References

  • Slade , J. , Stanton , J. L. , Ben-David , D. and Mazzenga , G. C. 1985 . J. Med. Chem. , 28 : 1517
  • Skiles , J. W. , Sorcek , R. , Jacober , S. , Miao , C. , Mui , P. W. , McNeil , D. and Rosenthal , A. S. 1993 . Bioorg. Med. Chem. Lett. , 3 : 773
  • Golec , J. M. C. , Lauffer , D. J. , Livingston , D. J. , Mullican , M. D. , Nyce , P. L. , Robidoux , A LC.C. and Wannamaker , M. W. International Patent Application, W. . 0.98/24804 . 1998 . Chem. Abst., 129, 54607(1998)
  • Nagel , A. A. International Patent Application, WO . 94/01421 . 1994 . Chem. Abst., 121, 280684(1994)
  • Buhlmayer , P. and Furet , P. International Patent Application, WO . 94/13651-A1 . 1994 . Chem. Abst., 122, 214113(1995)
  • Amblard , M. , Daffx , I. , Bedos , P. , Berg , G. , Pruneau , C. D. , Paquet , J. L. , Luccarini , J. M. , Bélichard , P. , Dodey , P. and Martinez , J. 1999 . J. Med. Chem. , 42 : 4185
  • Amblard , M. , Daffix , I. , Bergé , G. , Calmés , M. , Dodey , P. , Pruneau , D. , Paquet , J. L. , Luccarini , J. M. , Bélichard , P. and Martinez , J. 1999 . J. Med. Chem. , 42 : 4193
  • Amblard , M. , Bedos , P. , Olivier , C. , Daffix , I. , Luccarini , J. M. , Dodey , P. , Pruneau , D. , Paquet , J. L. and Martinez , J. 2000 . J. Med. Chem. , 43 : 2382
  • Bedos , P. , Amblard , M. , Subra , G. , Dodey , P. , Luccarini , J. M. , Pruneau , D. , Paquet , J. L. , Aumelas , A. and Martinez , J. 2000 . J. Med. Chem. , 43 : 2387
  • We have only described the synthesis of the D-benzothiazepine. The preparation of the L-analogues followed the same synthetic route starting from Boc-L-Cys-OH
  • Castro , B. , Dormoy , J. R. , Evin , G. and Selve , C. 1975 . Tetrahedron Lett. , 14 : 1219
  • Brady , S. F. , Paleveda , W. J. , Arison , B. H. , Freidinger , R. M. , Nutt , R. F. and Veber , D. F. In Peptides: Structure and Function . Proceedings of the Eighth American Peptide Symposium . Edited by: Hruby , V. J. and Rich , D. H. pp. 127 – 130 . Rockford, IL : Pierce Chemical Co. .
  • This is the overall yield of H-LBT-OMe. We obtained the same total yield in our synthesis

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