Structural study of 2,3,4,6-tetra(O-vinyl) methyl-α-d-glucopyranoside

The structure of 2,3,4,6-tetra(O-vinyl) methyl-α-d-glucopyranoside, a new powerful carbohydrate synthon has been studied by 1H and 13C NMR, IR, MS and X-ray methods. The 13C-13C spin-spin coupling constants were measured to conclude that s-trans-conformation is preferable for the vinyloxy groups at C2, C3 and C4 atoms, while s-cis-conformation is inherent in the vinyloxy group at C6 atom. The data obtained are indicative of identical stereochemical structure of this compound both in crystals and in solution.