资源描述：
《吩噻嗪类衍生物.pdf》由会员上传分享，免费在线阅读，更多相关内容在行业资料-天天文库。
1、TETRAHEDRON:ASYMMETRYPergamonTetrahedron:Asymmetry13(2002)211–221Synthesisofopticallyactive3-substituted-10-alkyl-10H-phenothiazine-5-oxidesbyenantioselectivebiotransformationsaaabba,MonicaTos¸a,CsabaPaizs,CorneliaMajdik,LajosNova´k,Pa´lKolonits,Florin-DanI
2、rimie*b,andLa´szlo´Poppe*aDepartmentofBiochemistryandBiochemicalEngineering,Babes¸-BolyaiUniversity,RO-3400,Cluj-Napoca,AranyJa´nos11,RomaniabInstituteforOrganicChemistryandResearchGroupforAlkaloidChemistryoftheHungarianAcademyofSciences,BudapestUniversityo
3、fTechnologyandEconomics,H-1111Budapest,Gelle´rtte´r4.,HungaryReceived23January2002;accepted14February2002Abstract—Aseriesofracemic10-alkyl-3-formyl-10H-phenothiazine-5-oxides(±)-2a–hweresubjectedtobiotransformationwithbaker’syeastresultinginopticallyactivea
4、ldehydes(+)-2a–handalcohols(−)-3a–hinmoderateenantiomericexcess.Theracemic10-alkyl-3-hydroxymethyl-10H-phenothiazine-5-oxides(±)-3a–hand3-acetoxymethyl-10-alkyl-10H-phenothiazine-5-oxides(±)-4a–hobtainedfromtheracemicaldehydes(±)-2a–hwerealsotestedinenantio
5、selectivelipase-catalyzedacetylationsandalcoholysisreactions.ThehighestenantiomericpuritieswereachievedbyaNovozyme435-catalyzedacetylation–ethanolysissequence,leadingtoopticallyactivealcohols(−)-3a–hin83–92%e.e.AnovelNMRmethodusingenantiopuredibenzoyltartar
6、icacidaschiraladditivewasdevelopedfordeterminationoftheenantiomericcompositionoftheopticallyactiveproducts.©2002ElsevierScienceLtd.Allrightsreserved.1.IntroductionRecently,mildmethodsforS-oxidationofthe10-alkyl-9phenothiazines1a–hweredeveloped.Vilsmeier–Haa
7、ckPhenothiazinesareimportantpsychotropiccompounds,formylationof10-alkylphenothiazinesfollowedbymild1–3buttheyalsohavefurtherbiologicalactivities.Forbaker’syeastreductionofthe3-formyl-phenothiazineexample,phenothiazineshaverecentlybeenconsideredderivativesre
8、sultedinthesmoothformationof10-10aspotentialdrugsinthemanagementofCreutzfeldt-alkyl-3-hydroxy-methylphenthiazines.Theseresults4Jacobdisease.inspiredustoprepareracemic10-alkyl-5-oxo-5,10-4dihydro-5-phe
