187877-75-4Relevant academic research and scientific papers
Synthesis of carbocyclic 2',3'-dideoxy-2'-fluoro-3'-C-hydroxymethyl nucleoside analogues as potential inhibitors of HIV and HSV
Wachtmeister, Johanna,Classon, Bjoern,Samuelsson, Bertil,Kvarnstroem, Ingemar
, p. 1861 - 1872 (2007/10/03)
The synthesis of four isomerically pure fluoro-carbocyclic adenosine and guanosine analogues is described. The 3S,4S-bis(t-butyldiphenylsilyloxymethyl)-2-fluoropentan- 1-ol derivatives 22, 23, 24 and 25 synthesised from enantiomerically pure 3S,4S-bis(t-butyldiphenylsilyloxymethyl)-cyclopentanone (18), were coupled with chloropurines using the Mitsunobu procedure to give 10, 11, 12, 14 and 16 or converted to their corresponding 1-amino derivatives, from which the fluoro-carbocyclic guanosine analogues 13, 15 and 17 were prepared. Compounds 10-17 were evaluated as potential anti-viral agents but were found to be inactive.
