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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F10%3A00351443%21RIV11-MSM-61388963
rdf:type
n10:Vysledek skos:Concept
dcterms:description
Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar. Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar.
dcterms:title
Two convergent approaches toward novel carbocyclic C-nucleosides Two convergent approaches toward novel carbocyclic C-nucleosides
skos:prefLabel
Two convergent approaches toward novel carbocyclic C-nucleosides Two convergent approaches toward novel carbocyclic C-nucleosides
skos:notation
RIV/61388963:_____/10:00351443!RIV11-MSM-61388963
n3:aktivita
n17:P n17:Z
n3:aktivity
P(1M0508), Z(AV0Z40550506)
n3:cisloPeriodika
23
n3:dodaniDat
n15:2011
n3:domaciTvurceVysledku
n7:9587217 n7:1570889 n7:2131447 n7:5104998 n7:6298036 n7:8609233
n3:druhVysledku
n14:J
n3:duvernostUdaju
n18:S
n3:entitaPredkladatele
n6:predkladatel
n3:idSjednocenehoVysledku
293853
n3:idVysledku
RIV/61388963:_____/10:00351443
n3:jazykVysledku
n13:eng
n3:klicovaSlova
carbocyclic C-nucleosides; convergent approach; uracil; pyrimidines
n3:klicoveSlovo
n4:convergent%20approach n4:uracil n4:pyrimidines n4:carbocyclic%20C-nucleosides
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[35B408D49522]
n3:nazevZdroje
Synthesis
n3:obor
n12:CC
n3:pocetDomacichTvurcuVysledku
6
n3:pocetTvurcuVysledku
6
n3:projekt
n16:1M0508
n3:rokUplatneniVysledku
n15:2010
n3:svazekPeriodika
-
n3:tvurceVysledku
Hřebabecký, Hubert Dračínský, Martin Holý, Antonín Nencka, Radim Šála, Michal Dejmek, Milan
n3:wos
000284535900028
n3:zamer
n11:AV0Z40550506
s:issn
0039-7881
s:numberOfPages
12