Abstract:
The application of lipases as catalysts in the synthesis of an intermediate of alfuzosin and lapyrium chloride is described. In the first case, the one-pot procedure to obtain the intermediate involves the treatment of tetrahydrofuroic acid with ethanol in the presence of Candida antarctica lipase followed by the addition of N-methyl-1,3-diaminopropane. In the second part of the chapter, an efficient route for large-scale preparation of lapyrium chloride is developed from chloroacetic acid in four steps, three of them enzymatic. Due to the chemoselective behavior of the lipases, both products described in the present chapter were obtained in a high degree of purity and yield, applying mild reaction conditions, and following a low environmental impact methodology. © 2012 Springer Science+Business Media New York.
Registro:
Documento: |
Artículo
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Título: | Lipases as catalysts in synthesis of fine chemicals |
Autor: | Baldessari, A. |
Filiación: | Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Universidad de Buenos Aires, Buenos Aires, Argentina
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Palabras clave: | Alfuzosin; Esterification and aminolysis reactions; Fine chemicals; Lapyrium chloride; Lipases; acetic acid derivative; alfuzosin; biological product; chloroacetic acid; diamine; fungal protein; furan derivative; lapyrium; lipase B, Candida antarctica; pyridinium derivative; quinazoline derivative; triacylglycerol lipase; article; biocatalysis; Candida; chemistry; green chemistry; synthesis; Acetic Acids; Biocatalysis; Biological Agents; Candida; Diamines; Fungal Proteins; Furans; Green Chemistry Technology; Lipase; Pyridinium Compounds; Quinazolines; Candida antarctica |
Año: | 2012
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Volumen: | 861
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Página de inicio: | 445
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Página de fin: | 456
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DOI: |
http://dx.doi.org/10.1007/978-1-61779-600-5_25 |
Título revista: | Methods in Molecular Biology
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Título revista abreviado: | Methods Mol. Biol.
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ISSN: | 10643745
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CAS: | alfuzosin, 81403-68-1, 81403-80-7; chloroacetic acid, 14526-03-5, 79-11-8; triacylglycerol lipase, 9001-62-1; Acetic Acids; Biological Agents; Diamines; Fungal Proteins; Furans; Lipase, 3.1.1.3; Pyridinium Compounds; Quinazolines; alfuzosin, 81403-80-7; chloroacetic acid, 79-11-8; lapyrium, 6272-74-8; lipase B, Candida antarctica, 3.1.1.-
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10643745_v861_n_p445_Baldessari |
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Citas:
---------- APA ----------
(2012)
. Lipases as catalysts in synthesis of fine chemicals. Methods in Molecular Biology, 861, 445-456.
http://dx.doi.org/10.1007/978-1-61779-600-5_25---------- CHICAGO ----------
Baldessari, A.
"Lipases as catalysts in synthesis of fine chemicals"
. Methods in Molecular Biology 861
(2012) : 445-456.
http://dx.doi.org/10.1007/978-1-61779-600-5_25---------- MLA ----------
Baldessari, A.
"Lipases as catalysts in synthesis of fine chemicals"
. Methods in Molecular Biology, vol. 861, 2012, pp. 445-456.
http://dx.doi.org/10.1007/978-1-61779-600-5_25---------- VANCOUVER ----------
Baldessari, A. Lipases as catalysts in synthesis of fine chemicals. Methods Mol. Biol. 2012;861:445-456.
http://dx.doi.org/10.1007/978-1-61779-600-5_25