Preparation of Phosphostatine Analogues From L-amino acids
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| Format: | Artículo científico |
| Language: | en |
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Sociedad Química de México
2005
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| _version_ | 1876424940026068992 |
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| author | Ricardo de la Cruz-Cordero |
| author_facet | Ricardo de la Cruz-Cordero |
| contents | Preparation of Phosphostatine Analogues From L-amino acids Ricardo de la Cruz-Cordero Victoria Labastida-Galván Mario Fernández-Zertuche Mario Ordóñez Multidisciplinaria (Ciencias Naturales y Exactas) β Phosphostatine ketophosphonates aminophosphonic acids diastereoselective reduction Reduction of (3S)-N,N-dibenzylamino-2-ketophosphonates9a-d derived from L-amino acids was carried out with catecholboraneat -20 oC to afford the (3S)-N,N-dibenzylamino-(2R)-hydroxy-phosphonatessyn-10a-d, whereas the reduction of (3S)-N-benzylamino-2-ketophosphonates 13a-d with Zn(BH4)2 at -78 oC yield (3S)-N-benzylamino-(2S)-hydroxyphosphonates anti-14a-d. The reduction in bothcases was in good chemical yields and with high diastereoselectivity.The hydrolysis and hydrogenolysis of 10a-d and 14a-d afford the(3S)-amino-(2R)-hydroxyphosphonic acids 6 and (3S)-amino-(2S)-hydroxyphosphonic acids 7, respectively, which are analogues ofphosphostatine. 2005 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47549404 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.49 |
| format | Artículo científico |
| id | redalyc_47549404 |
| institution | Redalyc |
| language | en |
| publishDate | 2005 |
| publisher | Sociedad Química de México |
| spellingShingle | Preparation of Phosphostatine Analogues From L-amino acids Ricardo de la Cruz-Cordero Multidisciplinaria (Ciencias Naturales y Exactas) β Phosphostatine ketophosphonates aminophosphonic acids diastereoselective reduction Preparation of Phosphostatine Analogues From L-amino acids Ricardo de la Cruz-Cordero Victoria Labastida-Galván Mario Fernández-Zertuche Mario Ordóñez Multidisciplinaria (Ciencias Naturales y Exactas) β Phosphostatine ketophosphonates aminophosphonic acids diastereoselective reduction Reduction of (3S)-N,N-dibenzylamino-2-ketophosphonates9a-d derived from L-amino acids was carried out with catecholboraneat -20 oC to afford the (3S)-N,N-dibenzylamino-(2R)-hydroxy-phosphonatessyn-10a-d, whereas the reduction of (3S)-N-benzylamino-2-ketophosphonates 13a-d with Zn(BH4)2 at -78 oC yield (3S)-N-benzylamino-(2S)-hydroxyphosphonates anti-14a-d. The reduction in bothcases was in good chemical yields and with high diastereoselectivity.The hydrolysis and hydrogenolysis of 10a-d and 14a-d afford the(3S)-amino-(2R)-hydroxyphosphonic acids 6 and (3S)-amino-(2S)-hydroxyphosphonic acids 7, respectively, which are analogues ofphosphostatine. 2005 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47549404 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.49 |
| title | Preparation of Phosphostatine Analogues From L-amino acids |
| topic | Multidisciplinaria (Ciencias Naturales y Exactas) β Phosphostatine ketophosphonates aminophosphonic acids diastereoselective reduction |
| url | https://www.redalyc.org/articulo.oa?id=47549404 |