1997 年 55 巻 3 号 p. 186-195
Chemical modification of the sugar moiety in nucleoside is one of the promising way to find a new chemotherapeutic agent. Nucleoside possessing a heterocyclic or carbocyclic ring instead of 2-deoxyribose or ribose is so called pseudo nucleoside. Since HIV (human immunodeficiency virus) has appeared to cause the serious disease in the human life, such nucleosides have received considerable attentions as a new anti-viral medicine. 4' -Thio-nucleoside in which furanose ring oxygen atom is replaced by a sulfur atom, is of our interest and this review describes the synthesis of 2' -deoxy-4' -thioribonucleo-sides. Specific features in this article include (i) preparation of 2-mercapto-1, 3-diols by acyclic stereocontrol, (ii) synthesis of 2-deoxy-4-thioribose, (iii) glycosidation reaction of thiosugar, and (iv) synthesis and biological activity of 2' -deoxy-4' -thio pyrimidine nucleosides.