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

Authors
Choi, HYKim, HD
Issue Date
Jan-2005
Publisher
PHARMACEUTICAL SOC KOREA
Keywords
gamma-trityloxymethyl-gamma-butyrolactone; conformational analysis; vicinal coupling constant; Gauche effect; electrostatic interaction; antiviral nucleoside
Citation
ARCHIVES OF PHARMACAL RESEARCH, v.28, no.1, pp 16 - 21
Pages
6
Journal Title
ARCHIVES OF PHARMACAL RESEARCH
Volume
28
Number
1
Start Page
16
End Page
21
URI
https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/15560
DOI
10.1007/BF02975129
ISSN
0253-6269
1976-3786
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 H-1-NMR analysis.
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