Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives
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| Natura: | Artículo científico |
| Lingua: | en |
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Sociedad Química de México
2007
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| _version_ | 1876483707141881856 |
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| author | Aurelio Ortiz |
| author_facet | Aurelio Ortiz |
| contents | Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives Aurelio Ortiz Omar Arellano Estibaliz Sansinenea Sylvain Bernès Multidisciplinaria (Ciencias Naturales y Exactas) Captopril ACE inhibitor antihypertensive conjugate addition of thiols The present work describes the synthesis of two new diastereomersof captopril derivatives. These epimers were achievedby conjugate addition of thioacetic acid and a-toluenethiol to aa,b-unsaturated system. The diastereomeric ratios obtained from thisreaction were low at 0 oC and moderate at -50 oC. The importanceof this synthesis, however, is that in one case, both epimers can beisolated in good yields. Their isolation was possible because of thehigh crystallinity showed by one epimer compared to the other one.The absolute configuration of the solid compound was established byX-ray analysis. 2007 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47551414 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.4 Vol.51 |
| format | Artículo científico |
| id | redalyc_47551414 |
| institution | Redalyc |
| language | en |
| publishDate | 2007 |
| publisher | Sociedad Química de México |
| spellingShingle | Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives Aurelio Ortiz Multidisciplinaria (Ciencias Naturales y Exactas) Captopril ACE inhibitor antihypertensive conjugate addition of thiols Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives Aurelio Ortiz Omar Arellano Estibaliz Sansinenea Sylvain Bernès Multidisciplinaria (Ciencias Naturales y Exactas) Captopril ACE inhibitor antihypertensive conjugate addition of thiols The present work describes the synthesis of two new diastereomersof captopril derivatives. These epimers were achievedby conjugate addition of thioacetic acid and a-toluenethiol to aa,b-unsaturated system. The diastereomeric ratios obtained from thisreaction were low at 0 oC and moderate at -50 oC. The importanceof this synthesis, however, is that in one case, both epimers can beisolated in good yields. Their isolation was possible because of thehigh crystallinity showed by one epimer compared to the other one.The absolute configuration of the solid compound was established byX-ray analysis. 2007 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47551414 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.4 Vol.51 |
| title | Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives |
| topic | Multidisciplinaria (Ciencias Naturales y Exactas) Captopril ACE inhibitor antihypertensive conjugate addition of thiols |
| url | https://www.redalyc.org/articulo.oa?id=47551414 |