About: Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones

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About: Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Saccharomyces cerevisiae, kmen DBM 2115, byl úspěšně použit při redukci Z a E isomerů ethyl 4-[(2-oxocyklohexyl)methyl]fenoxy-3-methyl-2-butenoátu (1 a 2), za účelem přípravy (1S,2S) a (1R,2S) enantiomerů odpovídajícího ethyl4-[(2-hydroxycyklohexyl)methyl]fenoxy-3-methyl-2-butenoátu (3-6). Produkty byly získány s požadovanou absolutní konfigurací: 3 (ee=98%; chemický výtěžek 48%), 4(ee=>99%; chemický výtěžek 45%), 5(ee=98.5%; chemický výtěžek 47%) and 6(ee=>99%; chemický výtěžek 44%). (cs) Saccharomyces cerevisiae, strain DBM 2115, was successfully employed in the reduction of the separated Z- and E-isomers of ethyl 4-[(2-oxocyclohexyl)methyl]phenoxy-3-methyl-2-butenoates 1 and 2, in order to prepare the (1S,2S)- and (1R,2S)-enantiomers of the corresponding ethyl 4[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-buteonates 3-6. The products were obtained with the required absolute configuration: (1S,2S)-3 (ee=98%; yield 48%), (1R,2S)-4 (ee=>99%; yield 45%), (1S,2S)-5 (ee=98.5%; yield 47%), and (1R,2S)-6 (ee=>99%; chemical yield 44%). Saccharomyces cerevisiae, strain DBM 2115, was successfully employed in the reduction of the separated Z- and E-isomers of ethyl 4-[(2-oxocyclohexyl)methyl]phenoxy-3-methyl-2-butenoates 1 and 2, in order to prepare the (1S,2S)- and (1R,2S)-enantiomers of the corresponding ethyl 4[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-buteonates 3-6. The products were obtained with the required absolute configuration: (1S,2S)-3 (ee=98%; yield 48%), (1R,2S)-4 (ee=>99%; yield 45%), (1S,2S)-5 (ee=98.5%; yield 47%), and (1R,2S)-6 (ee=>99%; chemical yield 44%). (en)
Title	Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones (en) Synthesa (1S,2S)- a (1R,2S)-stereoisomerů E a Z isomerů ethyl 4-[(2-hydroxycyklohexyl)methyl]fenoxy-3-methyl-2-butenoátu za použití bioredukce mateřského ketonu celými buňkami kvasinky (cs)
skos:prefLabel	Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones (en) Synthesa (1S,2S)- a (1R,2S)-stereoisomerů E a Z isomerů ethyl 4-[(2-hydroxycyklohexyl)methyl]fenoxy-3-methyl-2-butenoátu za použití bioredukce mateřského ketonu celými buňkami kvasinky (cs)
skos:notation	RIV/61388963:_____/05:00021178!RIV06-MSM-61388963
http://linked.open.../vavai/riv/strany	2810;2815
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(OC D29.001), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	16
http://linked.open...vai/riv/dodaniDat	2006
http://linked.open...aciTvurceVysledku	Wimmer, Zdeněk Šaman, David Wimmerová, Martina Zarevúcka, Marie
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	545770
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/05:00021178
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Saccharomyces cerevisiae; reduction; enantioselectivity (en)
http://linked.open.../riv/klicoveSlovo	enantioselectivity reduction Saccharomyces cerevisiae
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[A0CD49ED80F1]
http://linked.open...i/riv/nazevZdroje	Tetrahedron Asymmetry
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	http://linked.opendata.cz/resource/domain/vavai/projekt/OC%20D29.001
http://linked.open...UplatneniVysledku	2005
http://linked.open...v/svazekPeriodika	16
http://linked.open...iv/tvurceVysledku	Wimmer, Zdeněk Šaman, David Zarevúcka, Marie Wimmerová, Martina
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0957-4166
number of pages	16 (xsd:int)
is http://linked.open...avai/riv/vysledek of	Synthesis of the (1R,2S)-stereoisomers of the respective E- and Z-isomers of ethyl 4-[(2-hydroxycyclohexyl)methyl]phenoxy-3-methyl-2-butenoate using yeast whole cell bioreduction of the parent ketones

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