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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 16
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Original Articles

Chemoenzymatic Route to S-Betaxolol

Yong-Hong Li New Drug Research and Development Center, Zhengzhou University, Zhengzhou, China; Department of Chemistry, Zhengzhou University, Zhengzhou, China
,
Li-Hua Huang New Drug Research and Development Center, Zhengzhou University, Zhengzhou, China; Department of Chemistry, Zhengzhou University, Zhengzhou, China
&
Hong-Min Liu New Drug Research and Development Center, Zhengzhou University, Zhengzhou, China; School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, ChinaCorrespondence[email protected]
Pages 2468-2474 | Received 03 Nov 2009, Published online: 14 Jun 2011

REFERENCES

  • Di Bono , G. ; Scilimati , A. chemoenzymatic route to both enantiomers of betaxolol. Synthesis 1995 , 6 , 699 .
  • (a) Osborne , N. N. ; Wood , J. P. ; Chidlow , G. ; Casson , R. ; De Santis , L. ; Schmidt , K. G. Effectiveness of levobetaxolol and timolol at blunting retinal ischaemia is related to their calcium and sodium blocking activities: Relevance to glaucoma . Brain Res. Bull. 2004 , 62 , 525 ; (b) Aoyama , Y. ; Motoki , M. ; Hashimoto , M. ; Aoyama , Y. ; Motoki , M. ; Hashimoto , M. Nippon Ganka . Effect of various antiglaucoma eyedrops on human corneal epithelial cells . Gakkai Zasshi 2004 , 108 ( 2 ), 75 .
  • Binet , J. ; Manoury , P. S. S-Isomer of betaxolo: Its preparation and its application in therapy. Patent GB2130585, 1985 .
  • Muthukrishnan , M. ; Garud , D. R. ; Joshi , R. R. ; Joshi , R. A. Concise synthesis of β-blockers (S)-metoprolol and (S)-betaxolol using hydrolytic kinetic resolution . Tetrahedron 2007 , 6 , 1872 .
  • Joshi , R. A. ; Garud , D. R. ; Muthukrishnan , M. ; Joshi , R. R. ; Gurjar , M. K. A convenient synthesis of the enantiomerically pure β-blocker (S)-betaxolol using hydrolytic kinetic resolution . Tetrahedron: Asymmetry 2005 , 16 , 3802 .
  • Joshi , R. A. ; Murugan , M. ; Garud , D. R. ; Borikar , S. P. ; Gurjar , M. K. S-(−)-1-{4-[2-(allyloxy)-ethyl]phenoxy}-3-isopropylamino propan-2-ol, and process for preparation thereof and process for preparation of S-(−)betaxolol. U.S. Patent 6,989,465, 2006 .
  • Joshi , R. A. ; Murugan , M. ; Garud , D. ; Borikar , S. P. ; Gurjar , M. K. Process for preparation of S-(−)-betaxolol and salts thereof. U.S. Patent 2006004109, 2006; U.S. Patent 7019172, 2006.
  • Ippolito , R. M. ; Vigmond , S. Process for the preparation of betaxolol and related 1-[4-[2-(cycloalkylalkoxy)ethyl]phenoxy]-3-(alkylamino)-2-propanol pharmaceuticals. GB Patent 2187190, 1987; Process for the preparation of phenoxyisopropanolamine derivatives useful as α-adrenergic blocking agents. ES Patent 544803A1, 1986 .
  • Jung , S. H. ; Linh , P. T. ; Lim , H. K. ; Kim , H. J. ; Kim , K. H. ; Kang , J. S. Enantioselective preparation of metoprolol and its major metabolites . Arch. Pharmacal Res. 2000 , 23 , 226 .
  • Li , Y. H. ; Huang , L. H. ; Liu , H. M. ; Huang , K. X. Screening and identification of microorganism for enantioselective hydrolysis of betaxolol intermediate . Chin. Ind. Microb. 2009 , 39 , 17 .
  • Li , Y. H. ; Yu , M. Y. ; Liu , H. M. Determination of the ee values and content of β-amino alcohol chiral drug intermediates by HPLC . Chin. J. Z. Zhou Univ. (Med. Sci.) 2009 , 44 , 427 .

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