Stereoselective Crystallization as a Key Step for the Synthesis of New Epimers of Captopril Derivatives
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....
| Autores: | , , , |
|---|---|
| Formato: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2007 |
| País: | México |
| Recursos: | Universidad Autónoma de Nuevo León |
| Repositorio: | Redalyc-UANL |
| OAI Identifier: | oai:redalyc.org:47551414 |
| Acesso em linha: | https://www.redalyc.org/articulo.oa?id=47551414 |
| Access Level: | acceso abierto |
| Palavra-chave: | Química Captopril ACE inhibitor antihypertensive conjugate addition of thiols |
| Resumo: | 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. |
|---|