1965
DOI: 10.1248/cpb.13.803
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Studies on Synthetic Nucleosides V. Anomeric Pyrimidine Nucleosides of D-Arabinose and D-Lyxose

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Cited by 66 publications
(12 citation statements)
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“…It must be emphasized also, in support of these assignments, that the chemical shifts of the anomeric proton differ by 0.2-0.3 7 for all pairs of cis-trans isomers studied. This is in agreement with the fact observed with various pairs of 01-and 0-nucleosides (8) as well as with tetrahydropyrane derivatives (9). I n all these cases the axial anomeric protons appear a field higher than that for their corresponding equatorial counterparts.…”
Section: R > R >supporting
confidence: 93%
“…It must be emphasized also, in support of these assignments, that the chemical shifts of the anomeric proton differ by 0.2-0.3 7 for all pairs of cis-trans isomers studied. This is in agreement with the fact observed with various pairs of 01-and 0-nucleosides (8) as well as with tetrahydropyrane derivatives (9). I n all these cases the axial anomeric protons appear a field higher than that for their corresponding equatorial counterparts.…”
Section: R > R >supporting
confidence: 93%
“…However, assignment of anomeric configuration is simpler when both anomers are available. It has been shown (261,262) that the anomeric proton signal of aldofuranosyl nucleosides with the cis-H-(C-l ')-(C-2')-H ti;…”
Section: H Nmr Spectramentioning
confidence: 99%
“…2) has been synthesized independently in three laboratories (231)(232)(233)), but appears to be devoid of significant biological activity (233). The following interesting compounds have been synthesized, but no biological information on them is yet available : 2',3'-unsaturated derivatives of uracil and thymine (234), 3'-aminohexapyranosyl uracil (235), arabinohexapy ranosyl and deoxyribohexapyranosyl uracils (236), uridine and arabinosyl uridine 5'-carboxylic acids and uridine-5-carboxaldehyde and various hydrazone derivatives (237), 2'-O-methyl uridine and cytidine (238), and (X-and {j-anomers of arabinosyl and lyxosyl uracil and thymine (239).…”
Section: Purine Analoguesmentioning
confidence: 99%