A convenient synthesis of novel aza-C-disaccharide analogues

•Novel aza-C-disaccharide analogues.•Tandem multi-step reactions through catalytic hydrogenation with Pd(OH)2/C.•Establish compounds’ configuration by NMR analysis.

Novel aza-C-disaccharide analogues have been conveniently synthesized by using the isoxazoline-linked C-disaccharide derivatives as the intermediates. Firstly, the CN of isoxazoline was reduced to C–N by using DIBAL-H as reducing agent, then followed by the tandem multi-step reactions through catalytic hydrogenation with Pd(OH)2/C involving debenzylated, reductive cleavage of the N–O, condensation–cyclization of the aldehyde and the in situ generated amine group to form imine CN and then CN hydrogenation to form C–N, thus providing a practical and new access to the synthesis of novel aza-C-disaccharide analogues.

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