About: Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Solid-phase synthesis of 3,4-dihydro-benzo[e][1,4]diazepin-5-ones with three diversity positions is described. Various primary amines were used as the starting material and immobilized on the polystyrene resin equipped with different acid-labile linkers. Polymer supported amines were converted to ?-aminoketones with the use of their sulfonylation with the 4-nitrobenzensulfonylchoride (4-Nos-Cl) and subsequent alkylation with alfa-bromoketones. After the cleavage of the 4-Nos group the corresponding -aminoketones were acylated with various o-nitrobenzoic acids. Reduction of the nitro group followed by spontaneous on-resin ring closure gave the target immobilized benzodiazepines. After acid-mediated cleavage the products were obtained in very good, crude purity and satisfactory yields which makes the developed method applicable for simple library synthesis of the corresponding derivatives in a combinatorial fashion. Solid-phase synthesis of 3,4-dihydro-benzo[e][1,4]diazepin-5-ones with three diversity positions is described. Various primary amines were used as the starting material and immobilized on the polystyrene resin equipped with different acid-labile linkers. Polymer supported amines were converted to ?-aminoketones with the use of their sulfonylation with the 4-nitrobenzensulfonylchoride (4-Nos-Cl) and subsequent alkylation with alfa-bromoketones. After the cleavage of the 4-Nos group the corresponding -aminoketones were acylated with various o-nitrobenzoic acids. Reduction of the nitro group followed by spontaneous on-resin ring closure gave the target immobilized benzodiazepines. After acid-mediated cleavage the products were obtained in very good, crude purity and satisfactory yields which makes the developed method applicable for simple library synthesis of the corresponding derivatives in a combinatorial fashion. (en)
Title	Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives (en)
skos:prefLabel	Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives (en)
skos:notation	RIV/61989592:15310/12:33141460!RIV13-MSM-15310___
http://linked.open...avai/predkladatel	Přírodovědecká fakulta
http://linked.open...avai/riv/aktivita	P
http://linked.open...avai/riv/aktivity	P(ED0030/01/01)
http://linked.open...iv/cisloPeriodika	12
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Soural, Miroslav Gucký, Tomáš Grepl, Martin Fülöpová, Veronika
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 Palackého v Olomouci / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	169118
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/12:33141460
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Benzodiazepines, Solid-phase synthesis, Aminoketones, Nitrobenzoic acids, Haloketones (en)
http://linked.open.../riv/klicoveSlovo	Aminoketones Haloketones Nitrobenzoic acids Solid-phase synthesis Benzodiazepines
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[0CC36A59F590]
http://linked.open...i/riv/nazevZdroje	ACS Combinatorial Science
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	Biomedicine for regional development and human resources
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	14
http://linked.open...iv/tvurceVysledku	Soural, Miroslav Grepl, Martin Gucký, Tomáš Fülöpová, Veronika
http://linked.open...ain/vavai/riv/wos	000312122500004
issn	2156-8952
number of pages	6 (xsd:int)
http://bibframe.org/vocab/doi	10.1021/co300124q
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Solid-Phase Synthesis of Trisubstituted Benzo[1,4]-Diazepin-5-one Derivatives

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