Ethyl 3,6-di-O-benzyl-2-de-oxy-N-phthalimido-1-thio-?-d-glucopyran-oside.

ABSTRACT: In the title compound, C(30)H(31)NO(6)S, the plane of the N-phthalimido group is nearly orthogonal to the least-squares plane of the sugar ring (defined by atoms C2, C3, C5 and O5 using standard glucose nomenclature), making a dihedral angle of 72.8?(1)°. The thio-ethyl group has the exo-anomeric conformation. The hy-droxy group forms an inter-molecular hydrogen bond to the O atom in the sugar ring, generating [100] chains. There are four close ?-? contacts with centroid-centroid distances less than 4.0?Å, all with dihedral angles between the inter-acting ? systems of only ? 8°, supporting energetically favourable stacking inter-actions.

SUBMITTER: Hamark C 

PROVIDER: S-EPMC3011472 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature