Synthesis and conformational study of 2-trityloxymethyltetrahydrofurans as key intermediates for antiviral nucleosides.
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 1H-NMR analysis.
Choi
Hye-Young
HY
College of Pharmacy, Sookmyung Women's University, Seoul 140-742, Korea.
Kim
Hee-Doo
HD
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000378:metabolism; D005663:Furans / Q000138:chemical synthesis* / Q000378:metabolism; D008968:Molecular Conformation; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000378:metabolism; D014320:Triphenylmethyl Compounds / Q000138:chemical synthesis* / Q000378:metabolism
D000998:Antiviral Agents; D005663:Furans; D011741:Pyrimidine Nucleosides; D014320:Triphenylmethyl Compounds