About: A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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. (en)
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 (en)
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 (en)
skos:notation	RIV/61388963:_____/12:00377772!RIV13-AV0-61388963
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(IAA400550902), P(LC512), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	6
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Hocek, Michal Slavětínská, Lenka Kubelka, Tomáš
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	120229
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/12:00377772
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	nucleosides; pyrimidines; cross-coupling; Heck reaction (en)
http://linked.open.../riv/klicoveSlovo	Heck reaction cross-coupling nucleosides pyrimidines
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[89FC1539A8ED]
http://linked.open...i/riv/nazevZdroje	Synthesis
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	Center for biomolecules and complex molecular systems Development of modular syntheses of new C-nucleosides for studying DNA polymerase specificity and for the extension of the genetic alphabet
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	44
http://linked.open...iv/tvurceVysledku	Hocek, Michal Slavětínská, Lenka Kubelka, Tomáš
http://linked.open...ain/vavai/riv/wos	000301344200017
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0039-7881
number of pages	13 (xsd:int)
http://bibframe.org/vocab/doi	10.1055/s-0031-1289694

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