181508-22-5Relevant academic research and scientific papers
Nucleosides VIII: Synthesis of 2',3'-dideoxy- and 2',3'- didehydro- 2',3'-dideoxyisoguanosine as potential antiretroviral agents
Chen, Chien-Shu,Chern, Ji-Wang
, p. 1253 - 1261 (2007/10/03)
2',3'-Didehydro-2',3'-dideoxyisoguanosine (2) and 2',3'dideoxyisoguanosine (3) have been synthesized by utilizing the Corey- Winter approach starting from isoguanosine. The 6-amino and 5'-hydroxy biprotected isoguanosine derivative was converted to the corresponding 2',3'- thionocarbonate, which was heated with triethyl phosphite to afford the 2',3'-olefinic product. Either a tert-butyldimethylsilyl or a 4,4'- dimethoxytrityl group was used in the protection of 5'-hydroxy function. Compounds 2 and 3 were found inactive against human immunodeficiency virus (HIV), human cytomegalovirus (HCMV), and herpes simplex virus type 1 (HSV- 1).
