Stereoselective Synthesis and X-Ray Structure of 1-(4-O-Benzyl-1,5-anhydro-2,3-dideoxy-D-arabino-hex-1-enitol-3-yl)-4-methoxy-1H-pyrimidin-2-one

Abstract

The intramolecular glycosylation of a 6-O-(4-methoxypyrimidin-2-yl) derivative of phenyl 2,3-didehydrohex-2-eno-1-thiopyranoside afforded 3-deoxy-3-(4-methoxypyrimidin-2-on-1-y1)glycal as the major product in a stereoselective manner. The isolated 3′-deoxyglycal nucleoside was characterized by X-ray and NMR spectral analyses.