SYNTHESIS OF 2,4-DIDEOXY-BETA-D-ERYTHRO-HEXOPYRANOSYL NUCLEOSIDES

The synthesis of -(2,4-dideoxy-beta-D-erythro-hexopyranosyl)thymine (1 2)1 was accomplished using two different synthetic routes. It was obta ined starting either from 1,2:5,6-di-O-isopropylidene-alpha-D-glucofur anose or from tri-O-acetyl-D-glucal. The other modified nucleosides, w ith either a cytosine, guanine, or adenine moiety, were synthesized us ing the second reaction scheme. Deoxygenation reactions were accomplis hed with the (2,4-dichlorophenoxy)thiocarbonyl derivatives generated i n situ.