Synthesis of the 2'-deoxy-2'-fluoro and 3'-deoxy-3'-fluoro analogues of 8-bromoadenosine.
After protection of the two sugar hydroxyl groups of 8-bromoadenosine, the products were converted to the arabinoside or xyloside, which were treated with diethy laminosulfur trifluoride (DAST) and acid to afford 2'-deoxy-2'-fluoro- or 3'-deoxy-3'-fluoro-8-bromoadenosine. 8-OH and 8-SH derivatives were obtained from 8-bromo congener.
Maruyama
T
T
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Sato
Y
Y
Sakamoto
T
T
Manabe
T
T
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D003839:Deoxyadenosines / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D007202:Indicators and Reagents; D015394:Molecular Structure
C113079:8-bromo-2'-deoxy-2'-fluoroadenosine; C113080:8-bromo-3'-deoxy-3'-fluoroadenosine; D003839:Deoxyadenosines; D007202:Indicators and Reagents; C036038:8-bromoadenosine; D000241:Adenosine