Carbocyclic analogs of thymine nucleosides and related 1‐substituted thymines

Y. Fulmer Shealy, C. Allen O’Dell, Martha C. Thorpe

Journal of Heterocyclic Chemistry · 1981 · 49 citations · 14 references

Concepts

Abstract

Abstract The carbocyclic analogs of thymidine (IXf), 1‐β‐ribofuranosylthymine (IXg), and 1‐β‐3′‐deoxyribofuranosyl‐thymine (IXe) were synthesized by incorporating modifications into the Shaw method of synthesizing 2,4‐(1 H ,3 H )pyrimidinediones via acryloylureas. Simpler analogs of thymine nucleosides were also prepared by this method. The carbocyclic analog of thymidine displayed modest activity against Leukemia L1210 in vivo. It differs from a compound prepared previously by a Prins reaction.

References

14