Record number :
1085879
Title of article :
Synthesis and acid catalyzed hydrolysis of B2,5 type conformationally constrained glucopyranosides: incorporation into a cellobiose analogue
Author/Authors :
Yves Blériot، نويسنده , , Subramanian K. Vadivel، نويسنده , , Antonio J. Herrera، نويسنده , , Ian R. Greig، نويسنده , , Anthony J. Kirby، نويسنده , , Pierre Sinay، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2004
Pages :
16
From page :
6813
To page :
6828
Abstract :
Isopropyl and p-nitrophenyl α- and β-d-glucopyranosides, restrained in a conformation close to B2,5 via an oxymethylene bridge have been synthesized. These four glucopyranosides were found to be hydrolyzed at similar rates, close to those observed for the parent unconstrained glucosides. In such derivatives, either α or β, the exocyclic cleaved bond is synperiplanar to an endocyclic oxygen lone pair. This conformationally locked glucopyranosyl moiety was also incorporated into a disaccharide, affording a conformationally restrained cellobiose analogue which was assayed against various glycosidases.
Keywords :
Carbohydrates , Cellobiose , conformation , glycosidase , Hydrolysis
Journal title :
Tetrahedron
Journal title :
Tetrahedron
Serial Year :
2004
Link To Document :
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