Synthesis of 2,3,5,6-tetra-O-benzyl-D-galactofuranose for α-glycosidation

The synthesis of 2,3,5,6-tetra-O-benzyl-D-galactofuranose, a useful compound for α-glycosylation studies, is described. Direct anomeric O-alkylation of galactose was employed for alpha-allylation to yield pure allyl α-D-galactofuranoside, which is a versatile precursor for the synthesis of galactofu...

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Detalles Bibliográficos
Autores: Gola, G., Libenson, P., Gandolfi-Donadío, L., Gallo-Rodriguez, C.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2006
País:Argentina
Institución:Universidad Nacional de Buenos Aires. Facultad de Ciencias Exactas y Naturales
Repositorio:Biblioteca Digital (UBA-FCEN)
Idioma:inglés
OAI Identifier:paperaa:paper_14246376_v2005_n12_p234_Gola
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_14246376_v2005_n12_p234_Gola
Access Level:acceso abierto
Palabra clave:α-Galactofuranosyl
1,2-cis-glycosylation
Allyl galactofuranoside
Galactofuranose
Descripción
Sumario:The synthesis of 2,3,5,6-tetra-O-benzyl-D-galactofuranose, a useful compound for α-glycosylation studies, is described. Direct anomeric O-alkylation of galactose was employed for alpha-allylation to yield pure allyl α-D-galactofuranoside, which is a versatile precursor for the synthesis of galactofuranose-containing oligosaccharides. Allyl removal of the benzylated galactofuranosyl derivative was performed using palladium (II) chloride as catalyst. ©ARKAT.