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http://hdl.handle.net/10261/336154
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Herrero, Susana | - |
dc.contributor.author | García-López, M. Teresa | - |
dc.contributor.author | Herranz, Rosario | - |
dc.date.accessioned | 2023-09-29T13:10:18Z | - |
dc.date.available | 2023-09-29T13:10:18Z | - |
dc.date.issued | 2003-05-02 | - |
dc.identifier.citation | Journal of Organic Chemistry 68(11): 4582-4585 (2003) | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://hdl.handle.net/10261/336154 | - |
dc.description.abstract | An efficient and stereocontrolled synthesis of phenylalanine- and tryptophan-derived 5-phenyl-1,4-benzodiazepines is described. This new methodology involves, as a key step, the synthesis of 5-phenyl-2,3-dihydro-1H-1,4-benzodiazepines by a one-pot cyano reduction and reductive cyclization of the appropriate amino nitrile, which were obtained via a modified Strecker reaction of N-protected α-amino aldehydes with 2-aminobenzophenone and trimethylsilyl cyanide. The subsequent reduction of these 2,3-dihydro-1H-1,4-benzodiazepines, followed by regioselective alkylation or acylation at position 4, led to 2,4-disubstituted-5-phenyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine. | - |
dc.description.sponsorship | This work has been supported by CICYT (SAF2000-0147) | - |
dc.language | eng | - |
dc.publisher | American Chemical Society | - |
dc.rights | closedAccess | - |
dc.subject | Nitrogen compounds | - |
dc.subject | Peptides and proteins | - |
dc.subject | Post-translational modification | - |
dc.subject | Reaction products | - |
dc.subject | Redox reactions | - |
dc.title | Expedient one-pot synthesis of novel chiral 2-substituted 5-phenyl-1,4-benzodiazepine scaffolds from amino acid-derived amino nitriles | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1021/jo034286c | es_ES |
dc.relation.publisherversion | http://dx.doi.org/10.1021/jo034286c | - |
dc.identifier.e-issn | 1520-6904 | - |
dc.date.updated | 2023-09-29T13:10:18Z | - |
dc.contributor.funder | Comisión Interministerial de Ciencia y Tecnología, CICYT (España) | - |
dc.relation.csic | Sí | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100007273 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.grantfulltext | none | - |
item.fulltext | No Fulltext | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.cerifentitytype | Publications | - |
item.openairetype | artículo | - |
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accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
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