Fluorocarbohydrates in synthesis. An efficient synthesis of 1-(2-deoxy-2-fluoro-. beta.-D-arabinofuranosyl)-5-iodouracil (. beta.-FIAU) and 1-(2-deoxy-2-fluoro-. beta.-D …
CH Tann, PR Brodfuehrer, SP Brundidge…
文献索引:Tann, Chou H.; Brodfuehrer, Paul R.; Brundidge, Steven P.; Sapino, Chester; Howell, Henry G. Journal of Organic Chemistry, 1985 , vol. 50, # 19 p. 3644 - 3647
12a t 12b-2a+ 2b such as 4 (see Scheme I). Furthermore, the blocking groups would have to be resistant to the vigorous conditions for the fluorination but easily removed after the sugar was coupled to the nucleoside base. It was envisioned that an appropriate sulfonate ester at C2 of riboside 4 would result in the desired 2-deoxy-2-fluoroarabinoside 6 if displacement with fluoride could be accomplished. However, it is known that sulfonates at C2 of ...