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Synthesis of Novel 3-Amino(Hydroxy)methyl-l-fuco-Azafagomines as Leads for Selective Inhibitors of α-l-Fucosidases

 

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Opened Access Synthesis of Novel 3-Amino(Hydroxy)methyl-l-fuco-Azafagomines as Leads for Selective Inhibitors of α-l-Fucosidases
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Author: Moreno Clavijo, Elena
Carmona Asenjo, Ana Teresa
Moreno Vargas, Antonio José
Álvarez González, Eleuterio
Robina Ramírez, Inmaculada
Department: Universidad de Sevilla. Departamento de Química orgánica
Date: 2010
Published in: Synlett, 9, 1367-1370.
Document type: Article
Abstract: The synthesis of 3-substituted l-fuco-azafagomines from d-lyxose is reported. They represent the first example of aza-C-glycosides having a biimino (-NH-NH-) moiety. The key step of the synthesis is the introduction of the hydrazine moiety by reductive hydrazination of a 1-deoxy-ketohexose with tert-butyl carbazate. Their glycosidase inhibitory properties are also reported.
Cite: Moreno Clavijo, E., Carmona Asenjo, A.T., Moreno Vargas, A.J., Álvarez, E. y Robina Ramírez, I. (2010). Synthesis of Novel 3-Amino(Hydroxy)methyl-l-fuco-Azafagomines as Leads for Selective Inhibitors of α-l-Fucosidases. Synlett, 9, 1367-1370.
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URI: https://hdl.handle.net/11441/70186

DOI: 10.1055/s-0029-1219906

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