Étude structurale d'un C-glycoside insaturé; le tri-O-acétyl-3,4,6-désoxy-2-α-D-thréo-hexéno-2-pyrannosyle benzène

Abstract

The structure of 3,4,6-tri-O-acetyl-2-deoxy-α-D-threo-hexeno-pyranosyl benzene 1 has been determined by X-ray diffraction methods. Crystals of 1 are orthorhombic, space group P212121 with a = 22.946(10), b = 10.319(6), c = 7.684(4) Å, V = 1819.42 Å3, Z = 4, ρc = 1.27 g cm−3. The sugar moiety exhibits a half-chair 0H5 conformation in which the aromatic ring is quasi-axial. The anomeric carbon has the α. configuration. The comparison of the 1H nmr data with the crystallographic data established that, in solution, the conformation of 1 is very similar to that in the crystalline state.