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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F13%3A10159259%21RIV14-MSM-11310___
rdf:type
n6:Vysledek skos:Concept
rdfs:seeAlso
http://dx.doi.org/10.1039/c3ob40774h
dcterms:description
2-Bromo-6-chloro- and 6-bromo-2-chloropyridin-3-yl deoxyribonucleosides were prepared by the Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal. Some of their Pd-catalyzed cross-coupling reactions proceeded chemoselectively at the position of the bromine, whereas nucleophilic substitutions were unselective and gave mixtures of products. The mono-substituted intermediates were used for another coupling or nucleophilic substitution giving rise to a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides. The title nucleosides did not exert antiviral or cytostatic effects. 2-Bromo-6-chloro- and 6-bromo-2-chloropyridin-3-yl deoxyribonucleosides were prepared by the Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal. Some of their Pd-catalyzed cross-coupling reactions proceeded chemoselectively at the position of the bromine, whereas nucleophilic substitutions were unselective and gave mixtures of products. The mono-substituted intermediates were used for another coupling or nucleophilic substitution giving rise to a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides. The title nucleosides did not exert antiviral or cytostatic effects.
dcterms:title
Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides
skos:prefLabel
Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides
skos:notation
RIV/00216208:11310/13:10159259!RIV14-MSM-11310___
n6:predkladatel
n12:orjk%3A11310
n3:aktivita
n14:P n14:I
n3:aktivity
I, P(GAP207/11/0344)
n3:cisloPeriodika
28
n3:dodaniDat
n15:2014
n3:domaciTvurceVysledku
n21:6659160
n3:druhVysledku
n8:J
n3:duvernostUdaju
n16:S
n3:entitaPredkladatele
n17:predkladatel
n3:idSjednocenehoVysledku
109563
n3:idVysledku
RIV/00216208:11310/13:10159259
n3:jazykVysledku
n9:eng
n3:klicovaSlova
duplex; culture; ammonia; amination; replication; dna; base-pair; aryl halides
n3:klicoveSlovo
n5:base-pair n5:ammonia n5:dna n5:culture n5:aryl%20halides n5:duplex n5:amination n5:replication
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[8BF0D6643B35]
n3:nazevZdroje
Organic and Biomolecular Chemistry
n3:obor
n7:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
4
n3:projekt
n20:GAP207%2F11%2F0344
n3:rokUplatneniVysledku
n15:2013
n3:svazekPeriodika
11
n3:tvurceVysledku
Hocek, Michal Slavětínská, Lenka Kubelka, Tomáš Eigner, Václav
n3:wos
000322059100017
s:issn
1477-0520
s:numberOfPages
17
n10:doi
10.1039/c3ob40774h
n18:organizacniJednotka
11310