1-Dibenzylamino-1-de-oxy-4,5-O-isopropyl-idene-β-d-fructopyran-ose

Abstract

The title compound C(23)H(29)NO(5), synthesized by the Amadori rearrangement of α-d-glucose with dibenzyl-amine and the ketalization, is shown to be a β-anomer. The fructopyran-ose ring adopts a chair conformation. The two benzene rings form a dihedral angle of 68.9 (1)°. In the crystal, non-classical inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional network.

Fig. 1.

The synthesis path of title compound.

Fig. 2.

The molecular structure of the title compound with the atom numbering scheme. Displacement ellipsoids are drawn at 30% probability level. H atoms are presented as a small spheres of arbitrary radius.

Fig. 3.

A view of the packing of title compound. Dashed lines indicate non–classical C—H···O hydrogen bonds.

Fig. 4.

The structure of title compound, with atoms labeling corresponding to the characterization by NMR.