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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F12%3A00377772%21RIV13-AV0-61388963
rdf:type
skos:Concept n8:Vysledek
dcterms:description
A new modular synthesis of diverse 2,4-disubstituted pyrimidin-5-yl C-2'-deoxyribonucleosides by sequential regioselective reactions of 2,6-dichloropyrimidin-5-yl C-nucleoside was developed. The intermediate was prepared by the Heck coupling of 2,6-dichloro-5-iodopyrimidine with glycal followed by desilylation and reduction. Its mild nucleophilic substitutions or cross-coupling reactions proceeded regioselectively at position 4, while at elevated temperatures or with excess reagent, a double substitution occurred. The 2-chloro-4-substituted intermediates underwent another substitution or coupling to afford a two-dimensional library of diverse 2,4-disubstituted pyrimidin-5-yl C-2-deoxyribonucleotides. A new modular synthesis of diverse 2,4-disubstituted pyrimidin-5-yl C-2'-deoxyribonucleosides by sequential regioselective reactions of 2,6-dichloropyrimidin-5-yl C-nucleoside was developed. The intermediate was prepared by the Heck coupling of 2,6-dichloro-5-iodopyrimidine with glycal followed by desilylation and reduction. Its mild nucleophilic substitutions or cross-coupling reactions proceeded regioselectively at position 4, while at elevated temperatures or with excess reagent, a double substitution occurred. The 2-chloro-4-substituted intermediates underwent another substitution or coupling to afford a two-dimensional library of diverse 2,4-disubstituted pyrimidin-5-yl C-2-deoxyribonucleotides.
dcterms:title
A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides
skos:prefLabel
A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides
skos:notation
RIV/61388963:_____/12:00377772!RIV13-AV0-61388963
n8:predkladatel
n9:ico%3A61388963
n3:aktivita
n7:P n7:I n7:Z
n3:aktivity
I, P(IAA400550902), P(LC512), Z(AV0Z40550506)
n3:cisloPeriodika
6
n3:dodaniDat
n17:2013
n3:domaciTvurceVysledku
n14:8591083 n14:6659160 n14:7345828
n3:druhVysledku
n20:J
n3:duvernostUdaju
n19:S
n3:entitaPredkladatele
n18:predkladatel
n3:idSjednocenehoVysledku
120229
n3:idVysledku
RIV/61388963:_____/12:00377772
n3:jazykVysledku
n12:eng
n3:klicovaSlova
nucleosides; pyrimidines; cross-coupling; Heck reaction
n3:klicoveSlovo
n6:nucleosides n6:Heck%20reaction n6:pyrimidines n6:cross-coupling
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[89FC1539A8ED]
n3:nazevZdroje
Synthesis
n3:obor
n15:CC
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
3
n3:projekt
n11:IAA400550902 n11:LC512
n3:rokUplatneniVysledku
n17:2012
n3:svazekPeriodika
44
n3:tvurceVysledku
Kubelka, Tomáš Slavětínská, Lenka Hocek, Michal
n3:wos
000301344200017
n3:zamer
n16:AV0Z40550506
s:issn
0039-7881
s:numberOfPages
13
n13:doi
10.1055/s-0031-1289694