Studies of nucleosides and nucleotides—LXXIV1: Purine cyclonucleosides—34 a new method for the synthesis of 2'-substituted 2'-deoxyadenosines

@inproceedings{Ikehara1978StudiesON,
  title={Studies of nucleosides and nucleotides—LXXIV1: Purine cyclonucleosides—34 a new method for the synthesis of 2'-substituted 2'-deoxyadenosines},
  author={Morio Ikehara and Tokumi Maruyama and Hiroko Miki},
  year={1978}
}
8,2'-O-Cycloadenosine was protected at 3' and 5'-OHs with acetyl groups and cleaved using liq. H2S. Subsequent dethiolation and mesylation gave 2'-O-mesyl-3',5'-di-O-acetyl-arabinosyladenine (6). When 6 or its deacetylated parent compound (7) was heated with sodium azide in DMF, 3'-azido-3'-deoxyxylofuranosyladenine (9) was the only product. The cyclonucleoside was then protected with tetrahydropyranyl groups and subjected to a similar series of reactions as above to give 2'-O-mesyl-3',5'-di-O… CONTINUE READING