About: A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6

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About: A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	An efficient and practical methodology of preparation of 6-substituted pyridin-2-yl C-ribonucleosides was developed. The key intermediate, TBS-protected 6-bromopyridine C-ribonucleoside, was prepared by the addition of 2-lithio-6-bromopyridine to TBS-protected ribonolactone followed by acetylation and reduction with Et3SiH and BF3.Et2O. It was then subjected to cross-coupling reactions, aminations and aminocarbonylations followed by deprotections to give a series title 1beta-(6-alkyl-, 6-aryl-, 6-amino- and 6-carbamoylpyridin-2-yl)-C-ribonucleosides. An efficient and practical methodology of preparation of 6-substituted pyridin-2-yl C-ribonucleosides was developed. The key intermediate, TBS-protected 6-bromopyridine C-ribonucleoside, was prepared by the addition of 2-lithio-6-bromopyridine to TBS-protected ribonolactone followed by acetylation and reduction with Et3SiH and BF3.Et2O. It was then subjected to cross-coupling reactions, aminations and aminocarbonylations followed by deprotections to give a series title 1beta-(6-alkyl-, 6-aryl-, 6-amino- and 6-carbamoylpyridin-2-yl)-C-ribonucleosides. (en)
Title	A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 (en)
skos:prefLabel	A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 (en)
skos:notation	RIV/61388963:_____/10:00342342!RIV11-MSM-61388963
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(IAA400550902), P(LC512), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	2
http://linked.open...vai/riv/dodaniDat	2011
http://linked.open...aciTvurceVysledku	Klepetářová, Blanka Štefko, Martin Hocek, Michal Slavětínská, Lenka
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	244637
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/10:00342342
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	C-nucleosides; pyridines; cross-coupling; amination (en)
http://linked.open.../riv/klicoveSlovo	cross-coupling C-nucleosides pyridines amination
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[CCC7A12FF530]
http://linked.open...i/riv/nazevZdroje	Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (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	2010
http://linked.open...v/svazekPeriodika	75
http://linked.open...iv/tvurceVysledku	Hocek, Michal Štefko, Martin Klepetářová, Blanka Slavětínská, Lenka
http://linked.open...ain/vavai/riv/wos	000273400300020
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0022-3263
number of pages	8 (xsd:int)
is http://linked.open...avai/riv/vysledek of	A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6 A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6

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