An efficient synthesis of the 4 %26apos;-epimer of 2-fluoronoraristeromycin

作者：Bazile Quachel; Serbessa Tesfaye^*; Zhong Junyan

来源：Tetrahedron Letters, 2012, 53(12): 1435-1437.

DOI：10.1016/j.tetlet.2012.01.047

• Malaria
• Carbocyclic nucleosides
• 2-Fluoronoraristeromycin
• S-Adenosyl-L-homocysteine hydrolase

The 4%26apos;-epimer of 2-fluoronoraristeromycin was synthesized by employing bis-t-butoxycarbonyl (Boc) protected 2-fluoroadenine as a superior substrate for the Mitsunobu reaction with the appropriate cyclopentenol. Unlike the unsubstituted counterpart 2-fluoroadenine, this substrate is completely soluble in THF and resulted in a very good yield in the Mitsunobu coupling reaction as well as subsequent steps.