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Synthesis and Conformational Study of 2-Trityloxymethyltet­rahydrofurans as Key Intermediates for Antiviral Nucleosides  

Choi Hye-Young (College of Pharmacy, Sookmyung Women's University)
Kim Hee-Doo (College of Pharmacy, Sookmyung Women's University)
Publication Information
Archives of Pharmacal Research / v.28, no.1, 2005 , pp. 16-21 More about this Journal
Abstract
We wanted to elucidate the reason why the trityloxymethyl substituent in $\gamma$-trityloxymethyl-$\gamma$­butyrolactone takes a sterically unfavorable specific conformation, and so we synthesized 5-trityloxymethyldihydrofuran-3-one, 3-(trityloxymethyl)-4-butanolide and 2-trityloxymethyl- tetrahy­drofuran and we then analyzed their conformation by $^{1}H-NMR$ analysis.
Keywords
Conformational analysis; Vicinal coupling constant; Gauche effect; Electrostatic interaction; Antiviral nucleoside;
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