000056121 001__ 56121
000056121 005__ 20210121114531.0
000056121 0247_ $$2doi$$a10.1016/j.chroma.2015.02.055
000056121 0248_ $$2sideral$$a89719
000056121 037__ $$aART-2015-89719
000056121 041__ $$aeng
000056121 100__ $$0(orcid)0000-0001-8105-2432$$aLópez-Ram-de-Víu, P.$$uUniversidad de Zaragoza
000056121 245__ $$aHigh-performance liquid chromatographic enantioseparation of unusual amino acid derivatives with axial chirality on polysaccharide-based chiral stationary phases
000056121 260__ $$c2015
000056121 5060_ $$aAccess copy available to the general public$$fUnrestricted
000056121 5203_ $$aThe successfulenantioseparationofaxiallychiralaminoacidderivativescontainingacyclohexylidene moiety onan an alyticalandsemipreparativescalewasachievedforthefirsttimebyHPLCusing polysaccharide-based chiral stationary phases. Racemicmethyl N-benzoylamino esters,easilyobtained by methanoly sisof the corresponding 5(4H)-oxazolones, were subject edtochiralHPLCresolutionusing chiral stationaryphasesbasedonimmobilized3,5-dimethylphenylcarbamatederivativesofamylose (Chiralpak® IA column)orcellulose(Chiralpak® IB column). The behaviour of both selectors under dif-ferent elution conditions was evaluated and compared. The amy los ecolumns howed better performance than the cellulose column for allenantiomers tested. These mi preparative resolution of axially chiral amino acidderivatives with different side chains has been achievedona 250mm×20mmIDChiralpak® IA columnusingtheappropriatemixtureof n-hexane/chlorofom/ethanol aseluent by successive injec-tions of asolution of the sample in chloroform. Using this protocol up to 120 m go feachenan tiomer of the correspondingaxiallychiralaminoacidderivativewereobtainedfrom300mgofracemate.[(Sa)-2a, 105 mg;(Ra)-2a, 60mg,[(Sa)-2b, 105mg;(Ra)-2b, 90mg,[(Sa)-2c, 120mg;(Ra)-2c, 100mg].
000056121 536__ $$9info:eu-repo/grantAgreement/ES/DGA/GAE-102
000056121 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc-sa$$uhttp://creativecommons.org/licenses/by-nc-sa/3.0/es/
000056121 590__ $$a3.926$$b2015
000056121 591__ $$aCHEMISTRY, ANALYTICAL$$b11 / 75 = 0.147$$c2015$$dQ1$$eT1
000056121 591__ $$aBIOCHEMICAL RESEARCH METHODS$$b14 / 77 = 0.182$$c2015$$dQ1$$eT1
000056121 592__ $$a1.693$$b2015
000056121 593__ $$aAnalytical Chemistry$$c2015$$dQ1
000056121 593__ $$aOrganic Chemistry$$c2015$$dQ1
000056121 593__ $$aMedicine (miscellaneous)$$c2015$$dQ1
000056121 593__ $$aBiochemistry$$c2015$$dQ1
000056121 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/acceptedVersion
000056121 700__ $$0(orcid)0000-0002-4972-7476$$aGálvez, J.A.$$uUniversidad de Zaragoza
000056121 700__ $$0(orcid)0000-0001-9033-8459$$aDíaz-de-Villegas, M.D.
000056121 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000056121 773__ $$g1390 (2015), 78-85$$pJ. chromatogr. A$$tJournal of Chromatography A$$x0021-9673
000056121 8564_ $$s1029610$$uhttps://zaguan.unizar.es/record/56121/files/texto_completo.pdf$$yPostprint
000056121 8564_ $$s103783$$uhttps://zaguan.unizar.es/record/56121/files/texto_completo.jpg?subformat=icon$$xicon$$yPostprint
000056121 909CO $$ooai:zaguan.unizar.es:56121$$particulos$$pdriver
000056121 951__ $$a2021-01-21-11:10:16
000056121 980__ $$aARTICLE