Gv. Zaitseva et al., CONVERGENT SYNTHESES AND CYTOSTATIC PROPERTIES OF 2-CHLORO-2'-DEOXY-2'-FLUOROADENOSINE AND ITS N-7-ISOMER, Bioorganic & medicinal chemistry letters, 5(24), 1995, pp. 2999-3002
Glycosylation of trimethylsilylated 2,6-dichloropurine 2 with acetate
1 in anhydrous MeCN was investigated. In the presence of SnCl4, the re
action was regio- and stereoselective affording N-7-beta-glycoside 3 (
86%). The use of TMS-Tfl instead of SnCl4 afforded a approximate to 9.
1 mixture of the N-9-beta- and -alpha-glycosides 5 and 6 (90%, combine
d). The title nucleosides were tested for their cytotoxicity.