Synthesis and conformational study of 2-trityloxymethyltetrahydrofurans as key intermediates for antiviral nucleosides

Hye-Young Choi; Hee-Doo Kim

doi:10.1007/BF02975129

Synthesis and conformational study of 2-trityloxymethyltetrahydrofurans as key intermediates for antiviral nucleosides

Arch Pharm Res. 2005 Jan;28(1):16-21. doi: 10.1007/BF02975129.

Authors

Hye-Young Choi¹, Hee-Doo Kim

Affiliation

¹ College of Pharmacy, Sookmyung Women's University, Seoul 140-742, Korea.

PMID: 15742802
DOI: 10.1007/BF02975129

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 1H-NMR analysis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiviral Agents / chemical synthesis*
Antiviral Agents / metabolism
Furans / chemical synthesis*
Furans / metabolism
Molecular Conformation
Pyrimidine Nucleosides / chemical synthesis*
Pyrimidine Nucleosides / metabolism
Trityl Compounds / chemical synthesis*
Trityl Compounds / metabolism

Substances

Antiviral Agents
Furans
Pyrimidine Nucleosides
Trityl Compounds