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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F08%3A00309932%21RIV09-AV0-61388963
rdf:type
skos:Concept n17:Vysledek
dcterms:description
A novel modular, efficient and practical methodology for the preparation of 3- and 4-substituted phenyl and aniline C-ribonucleosides was developed. The key intermediates were synthesized in two steps from TBS-protected ribonolactone in 75% and 66% yields, respectively, as pure beta-anomers. The bromophenyl intermediates were subjected to a series of palladium catalyzed cross-coupling, aminations and alkoxylation reactions to give, after deprotection a series of free 1 beta-(3- and 4-alkyl, -aryl, -amino -alkoxyphenyl and -hetaryl substituted phenyl)-C-ribonucleosides (20 examples). A novel modular, efficient and practical methodology for the preparation of 3- and 4-substituted phenyl and aniline C-ribonucleosides was developed. The key intermediates were synthesized in two steps from TBS-protected ribonolactone in 75% and 66% yields, respectively, as pure beta-anomers. The bromophenyl intermediates were subjected to a series of palladium catalyzed cross-coupling, aminations and alkoxylation reactions to give, after deprotection a series of free 1 beta-(3- and 4-alkyl, -aryl, -amino -alkoxyphenyl and -hetaryl substituted phenyl)-C-ribonucleosides (20 examples). Byla vyvinuta nová modulární, efektivní a praktická syntéza 3- a 4-substituovaných fenylových a anilinových C-ribonukleosidů. Oba klíčové intermediáty byly syntetizovány ve dvou krocích, vycházející z TBS-chráněného ribonolaktonu, v 75% a 66% výtěžku jako čisté beta-anomery. 3- a 4-bromfenylové intermediáty přetransformované pomocí palladiem katalyzovaných cross-coupling, aminačních a alkoxylačních reakcí, poskytly po následné deprotekci volné 1 beta-(3- a 4-alkyl, -aryl, -amino, -alkoxyfenyl a -hetaryl substituované fenyl)-C-ribonukleosidy (20 příkladů).
dcterms:title
Modulární metodika na přípravu 3- a 4- substituovaných benzenových a anilínových C-ribonukleosidů A modular methodology for the synthesis of 3- and 4- substituted benzene and aniline C-ribonucleosides A modular methodology for the synthesis of 3- and 4- substituted benzene and aniline C-ribonucleosides
skos:prefLabel
A modular methodology for the synthesis of 3- and 4- substituted benzene and aniline C-ribonucleosides Modulární metodika na přípravu 3- a 4- substituovaných benzenových a anilínových C-ribonukleosidů A modular methodology for the synthesis of 3- and 4- substituted benzene and aniline C-ribonucleosides
skos:notation
RIV/61388963:_____/08:00309932!RIV09-AV0-61388963
n4:aktivita
n16:Z n16:P
n4:aktivity
P(LC512), Z(AV0Z40550506)
n4:dodaniDat
n13:2009
n4:domaciTvurceVysledku
n12:6659160 n12:5136695
n4:druhVysledku
n10:D
n4:duvernostUdaju
n15:S
n4:entitaPredkladatele
n8:predkladatel
n4:idSjednocenehoVysledku
354261
n4:idVysledku
RIV/61388963:_____/08:00309932
n4:jazykVysledku
n5:eng
n4:klicovaSlova
cross-coupling reactions; C-nucleosides; amination reactions; benzenes
n4:klicoveSlovo
n11:C-nucleosides n11:amination%20reactions n11:benzenes n11:cross-coupling%20reactions
n4:kontrolniKodProRIV
[DAF95EADA231]
n4:mistoKonaniAkce
Český Krumlov
n4:mistoVydani
Praha
n4:nazevZdroje
Chemistry of Nucleic Acid Components
n4:obor
n18:CC
n4:pocetDomacichTvurcuVysledku
2
n4:pocetTvurcuVysledku
2
n4:projekt
n19:LC512
n4:rokUplatneniVysledku
n13:2008
n4:tvurceVysledku
Hocek, Michal Štefko, Martin
n4:typAkce
n9:EUR
n4:wos
000257885700112
n4:zahajeniAkce
2008-06-08+02:00
n4:zamer
n14:AV0Z40550506
s:numberOfPages
2
n21:hasPublisher
Institute of Organic Chemistry and Biochemistry ASCR
n7:isbn
978-80-86241-29-6