About: Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides

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About: Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides Goto Sponge NotDistinct Permalink

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Attributes	Values
rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://dx.doi.org/10.1039/c3ob40774h
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. (en)
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 (en)
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 (en)
skos:notation	RIV/00216208:11310/13:10159259!RIV14-MSM-11310___
http://linked.open...avai/riv/aktivita	I P
http://linked.open...avai/riv/aktivity	I, P(GAP207/11/0344)
http://linked.open...iv/cisloPeriodika	28
http://linked.open...vai/riv/dodaniDat	2014
http://linked.open...aciTvurceVysledku	Hocek, Michal
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	Univerzita Karlova v Praze / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	109563
http://linked.open...ai/riv/idVysledku	RIV/00216208:11310/13:10159259
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	duplex; culture; ammonia; amination; replication; dna; base-pair; aryl halides (en)
http://linked.open.../riv/klicoveSlovo	ammonia replication aryl halides base-pair culture dna duplex amination
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[8BF0D6643B35]
http://linked.open...i/riv/nazevZdroje	Organic and Biomolecular Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...vavai/riv/projekt	Combinatorial and rational approaches for the synthesis and evaluation of novel modified nucleosides with cytostatic and antimicrobial activity
http://linked.open...UplatneniVysledku	2013
http://linked.open...v/svazekPeriodika	11
http://linked.open...iv/tvurceVysledku	Hocek, Michal Slavětínská, Lenka Eigner, Václav Kubelka, Tomáš
http://linked.open...ain/vavai/riv/wos	000322059100017
issn	1477-0520
number of pages	17 (xsd:int)
http://bibframe.org/vocab/doi	10.1039/c3ob40774h
http://localhost/t...ganizacniJednotka	11310

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