About: Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid

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About: Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	The reaction of methyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate with isocyanates and isothiocyanates has been used to prepare N-substituted methyl (3S)-2-aminocarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylates. These compounds were cyclised by action of CF3COOH or triethylamine to give the corresponding 2-substituted (10aS)-10,10a-dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-diones (hydantoines Tic-H) and 2-substituted (10aS)-3-thioxo-1,2,3,5,10,10a-hexahydroimidazo[1,5-b]isoquinolin-1-ones (thiohydantoines Tic-TH) respectively. All the substances were characterised by means of 1H and 13C NMR spectra, elemental analyses, and the non-racemic substances also by means of optical rotation. The optical purity of selected substances was determined chromatographically. The reaction of methyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate with isocyanates and isothiocyanates has been used to prepare N-substituted methyl (3S)-2-aminocarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylates. These compounds were cyclised by action of CF3COOH or triethylamine to give the corresponding 2-substituted (10aS)-10,10a-dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-diones (hydantoines Tic-H) and 2-substituted (10aS)-3-thioxo-1,2,3,5,10,10a-hexahydroimidazo[1,5-b]isoquinolin-1-ones (thiohydantoines Tic-TH) respectively. All the substances were characterised by means of 1H and 13C NMR spectra, elemental analyses, and the non-racemic substances also by means of optical rotation. The optical purity of selected substances was determined chromatographically. (en) Reakcí methyl (S)-1,2,3,4-tetrahydroisochinolin-3-carboxylátu s isokyanáty and isothiokyanáty byly připraveny N-substituované methyl (3S)-2-aminokarbonyl-1,2,3,4-tetrahydroisochinolin-3-karboxyláty. Tyto látky byly působením CF3COOH nebo triethylaminu cyklizovány na 2-substituované (10aS)-10,10a-dihydroimidazo[1,5-b]isochinolin-1,3(2H,5H)-diony (hydantoiny Tic-H) resp. 2-substituované (10aS)-3-thioxo-1,2,3,5,10,10a-hexahydroimidazo[1,5-b]isochinolin-1-ony (thiohydantoiny Tic-TH). Všechny látky byla charakterizovány 1H and 13C NMR spektry, elementárními analýzami, neracemické látky rovněž optickou rotací. Optická čistota vybraných látek byla stanovena chromatograficky. (cs)
Title	Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (en) Hydantoiny a thiohydantoiny odvozené od 1,2,3,4-tetrahydroisochinolin-3-karboxylové kyseliny (cs)
skos:prefLabel	Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid Hydantoins and Thiohydantoins Derived from 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (en) Hydantoiny a thiohydantoiny odvozené od 1,2,3,4-tetrahydroisochinolin-3-karboxylové kyseliny (cs)
skos:notation	RIV/00216275:25310/06:00004386!RIV08-MSM-25310___
http://linked.open.../vavai/riv/strany	2527-2547
http://linked.open...avai/riv/aktivita	V Z
http://linked.open...avai/riv/aktivity	V, Z(MSM0021627501)
http://linked.open...iv/cisloPeriodika	12
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Macháček, Vladimír
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 Pardubice / Fakulta chemicko-technologická
http://linked.open...dnocenehoVysledku	478479
http://linked.open...ai/riv/idVysledku	RIV/00216275:25310/06:00004386
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Tic Acid; Hydantoin; Thiohydantoin; Atropoisomer; NMR Spectrum; X-Ray; Chiral HPLC (en)
http://linked.open.../riv/klicoveSlovo	X-Ray Chiral HPLC Atropoisomer Hydantoin NMR Spectrum Thiohydantoin Tic Acid
http://linked.open...odStatuVydavatele	JP - Japonsko
http://linked.open...ontrolniKodProRIV	[AC9588E1FE4F]
http://linked.open...i/riv/nazevZdroje	Heterocycles
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...UplatneniVysledku	2006
http://linked.open...v/svazekPeriodika	68
http://linked.open...iv/tvurceVysledku	Jansa, Petr Wsól, Vladimír Macháček, Vladimír Bertolasi, Valerio
http://linked.open...n/vavai/riv/zamer	Aimed preparation of special compounds and materials and investigation of their physical and chemical properties and supramolecular structures
issn	0385-5414
number of pages	21 (xsd:int)
http://localhost/t...ganizacniJednotka	25310

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