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Lipases catalyzed enantioselective hydrolysis of (R,S)-methyl 1,4-benzodioxan-2-carboxylate intermediate for (S)-doxazosin mesylate

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Abstract

(S)-1,4-benzodioxan-2-carboxylic acid-1 is used as starting compound for the production of the more effective (S) enantiomer of the drug doxazosin mesylate. The catalytic ability of some commercial lipases for preparations of (S) enantiomer of 1 from (±) methyl 1,4-benzodioxin-2-carboxylate-2 is reported. Lipases from bacterial sources were more successful in resolving the ester than those from the yeast lipases. About 85% enantiomerically pure ester was achieved by lipase from alcaligenes sp.

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Acknowledgment

The work was supported by In-house funds of the institute—National Chemical Laboratory.

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Authors and Affiliations

  1. Chemical Engineering Division, National Chemical Laboratory, Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India

    Rita Varma, Sangita M. Kasture, Sanjay Nene & Uttam R. Kalkote

  2. Division of Organic Chemical Technology, National Chemical Laboratory, Pune, 411008, India

    Uttam R. Kalkote

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  1. Rita Varma
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  2. Sangita M. Kasture
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  3. Sanjay Nene
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  4. Uttam R. Kalkote
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Correspondence to Rita Varma.

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Varma, R., Kasture, S.M., Nene, S. et al. Lipases catalyzed enantioselective hydrolysis of (R,S)-methyl 1,4-benzodioxan-2-carboxylate intermediate for (S)-doxazosin mesylate. World J Microbiol Biotechnol 24, 577–579 (2008). https://doi.org/10.1007/s11274-007-9504-6

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  • DOI: https://doi.org/10.1007/s11274-007-9504-6

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