Bulletin of the Korean Chemical Society

  • 제23권9호
  • /
  • Pages.1328-1330
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  • 2002
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Convenient Synthesis of Enantiopure β-Adrenergic Blockers: (R)-Nifenalol, (R)-Denopamine, (R)-Dichloroisoproterenol and (R)-Pronethalol

  • 발행 : 2002.09.20
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참고문헌

  1. Crossley, R. Chirality and the Biological Activity of Drugs; CRC Press: New York, NY, 1995.
  2. Stinson, S. C. Chem. Eng. News 1992, 70(39), 46
  3. Stinson, S. C. Chem. Eng. News 1993, 71(39), 38
  4. Stinson, S. C. Chem. Eng. News 1995, 73(41), 44
  5. Stinson, S. C. Chem. Eng. News 1997, 75(42), 38
  6. Stinson, S. C. Chem. Eng. News 1999, 77(41), 101 https://doi.org/10.1021/cen-v077n041.p101
  7. Stinson, S. C. Chem. Eng. News 2000, 78(19), 59
  8. Stinson, S. C. Chem. Eng. News 2001, 79(40), 79.
  9. Office of Drug Evaluation and Research Guideline for Submitting Supporting Documentation in Drug Applications for the Manufacture of Drug Substances; FDA: Washington, D. C. Feb.1987.
  10. Waldeck, B. Chirality 1993, 5, 350. https://doi.org/10.1002/chir.530050514
  11. Ruffolo, R. R. Jr., Tetrahedron 1991, 47, 9953. https://doi.org/10.1016/S0040-4020(01)96045-4
  12. Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D. Pharmaceutical Substances: Syntheses, Patents, Applications, 3rd ed; Verlag: New York, 1999.
  13. Murmann, W.; Rumore, G.; Gamba, A. Bull. Chim. Farm. 1967, 106, 609.
  14. Ikeo, T.; Nagao, T.; Suzuki, T.; Yabana, H.; Nakajima, H. Jpn. J. Pharmacol. 1985, 39, 191. https://doi.org/10.1254/jjp.39.191
  15. Ikezaki, M.; Umino, N.; Gaino, M.; Aoe, K.; Iwakuma, T.; Oh-ishi, T. Yakukaku Zasshi 1986, 106, 80.
  16. Almirante, L.; Murmann, W. J. Med. Chem. 1966, 9, 650. https://doi.org/10.1021/jm00323a002
  17. Howe R.; Rao, B. S. J. Med. Chem. 1968, 11, 1118. https://doi.org/10.1021/jm00312a003
  18. Solladie-Cavallo, A.; Diep-Vohuule, A. J. Org. Chem. 1995, 60, 3494. https://doi.org/10.1021/jo00116a041
  19. Pedragosa-Moreau, S.; Morisseau, C.; Baratti, J.; Zylber, J.; Archelas, A.; Furstoss, R. Tetrahedron 1997, 53, 9707. https://doi.org/10.1016/S0040-4020(97)00639-X
  20. Corey, E. J.; Link, J. O. J. Org. Chem. 1991, 56, 442. https://doi.org/10.1021/jo00001a084
  21. Brown, R. F. C.; Donohue, A. C.; Jackson, W. R.; McCarthy, T. D. Tetrahedron 1994, 50, 13739. https://doi.org/10.1016/S0040-4020(01)85686-6
  22. Gu, J.-X.; Li, Z.-Y.; Lin, G.-Q. Tetrahedron 1993, 49, 5805. https://doi.org/10.1016/S0040-4020(01)87947-3
  23. Howe, R.; Crowther, A. F.; Stephenson, J. S.; Rao, B. S.; Smith, L. H. J. Med. Chem. 1968, 11, 1000. https://doi.org/10.1021/jm00311a020
  24. Solladie-Cavallo, A.; Bencheqroun, M. J. Org. Chem. 1992, 57, 5831. https://doi.org/10.1021/jo00048a011
  25. Cho, B. T.; Yang, W. K.; Choi, O. K. J. Chem. Soc. Perkin Trans. 1 2001, 1204.

피인용 문헌

  1. Minor Enantiomer Recycling: Application to Enantioselective Syntheses of Beta Blockers vol.20, pp.13, 2014, https://doi.org/10.1002/chem.201303890
  2. An Easy and Convenient Synthesis of Optically Active β-Amino Alcohols and 1,2-Diamines. Applications in Enantioselective Deprotonation of Cyclohexene Oxide vol.24, pp.11, 2002, https://doi.org/10.5012/bkcs.2003.24.11.1695
  3. Convenient Synthesis of Enantiopure β-Adrenergic Blockers: (R)-Nifenalol (IVa), (R)-Denopamine (V), (R)-Dichloroisoproterenol (IVc) and (R)-Pronethalol (IVd). vol.34, pp.8, 2003, https://doi.org/10.1002/chin.200308076
  4. Efficient Synthesis of Optically Active 2-N-Boc (or Cbz)-amino-1-arylethanols as Key Intermediates for Synthesis of Chiral Drugs via Asymmetric Reduction vol.25, pp.5, 2004, https://doi.org/10.5012/bkcs.2004.25.5.747
  5. Asymmetric transfer hydrogenation of 2-tosyloxy-1-(4-hydroxyphenyl)ethanone derivatives: synthesis of (R)-tembamide, (R)-aegeline, (R)-octopamine, and (R)-denopamine vol.18, pp.22, 2002, https://doi.org/10.1016/j.tetasy.2007.10.046
  6. Highly Enantioselective Rh-catalyzed Transfer Hydrogenation of α-Functionalized Arylketones vol.30, pp.6, 2002, https://doi.org/10.5012/bkcs.2009.30.6.1317
  7. Single enantiomeric β-blockers—The existing technologies vol.45, pp.10, 2002, https://doi.org/10.1016/j.procbio.2010.06.022
  8. Asymmetric Synthesis of β‐Adrenergic Blockers through Multistep One‐Pot Transformations Involving In Situ Chiral Organocatalyst Formation vol.17, pp.51, 2002, https://doi.org/10.1002/chem.201102931
  9. Kilogram synthesis of (R)-(-)-denopamine by Ir/f-amphox catalyzed asymmetric hydrogenation vol.2, pp.4, 2002, https://doi.org/10.1016/j.gresc.2021.09.002