An efficient synthesis of the 4′-epimer of 2-fluoronoraristeromycin

TETRAHEDRON LETTERS

卷:53

Article

Bazile, Quachel¹  Serbessa, Tesfaye¹  Zhong, Junyan² 

[1] Elizabeth City State Univ, Dept Chem Geol & Phys, Elizabeth City, NC 27909 USA

[2] Old Dominion Univ, Cosm Lab, Norfolk, VA 23529 USA

关键词: Malaria;    Carbocyclic nucleosides;    2-Fluoronoraristeromycin;    S-Adenosyl-L-homocysteine hydrolase;   

DOI  :  10.1016/j.tetlet.2012.01.047

来源: Elsevier

【 摘 要 】

The 4'-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. (C) 2012 Elsevier Ltd. All rights reserved.

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