非布索坦合成路线

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1、4July2011SciFinderScholaPage:1SubstanceIdentifiertaskstartedonMonJul4,2011at11:49PMExploredbySubstanceIdentifierinREGISTRY.REGISTRYAnswers1for144060-53-7ExploredReactionscontainingRegistryNumber144060-53-7asaproductinCASREACT46Reactions.Copyrights:CAPLUS

2、:Copyright?2009AmericanChemicalSociety.AllRightsReserved.(TheUKpatentmaterialinthisproduct/serviceisUKCrowncopyrightandismadeavailablewithpermission.?CrownCopyright.TheFrench(FR)patentmaterialinthisproduct/serviceismadeavailablefromInstitutNationaldelaPr

3、oprieteIndustrielle(INPI).)MEDLINE:ProducedbytheU.S.NationalLibraryofMedicineREGISTRY:Copyright?2009AmericanChemicalSociety.AllRightsReserved.(SomerecordscontaininformationfromGenBank(R).Seealso:BensonD.A.,Karsch-MizrachiI.,LipmanD.J.,OstellJ.,RappB.A.,W

4、heelerD.L.Genbank.Nucl.AcidsRes.28(1):15-18(2000).PropertyvaluestaggedwithICarefromtheZIC/VINITIdatafileprovidedbyInfoChem.)CASRegistryisaservicemarkoftheAmericanChemicalSociety.CASREACT:Copyright?2009AmericanChemicalSociety.AllRightsReserved.CASREACTcon

5、tainsreactionsfromCASandfrom:ZIC/VINITIdatabase(1974-1999)providedbyInfoChem;INPIdatapriorto1986;BiotransformationsdatabasecompiledunderthedirectionofProfessorDr.KlausKieslich;organicreactions,portionscopyright1996-2006JohnWiley&Sons,Ltd.,JohnWileyandSon

6、s,Inc.,OrganicReactionsInc.,andOrganicSynthesesInc.Reproducedunderlicense.AllRightsReserved.CHEMLIST,CHEMCATS:Copyright?2009AmericanChemicalSociety.AllRightsReserved.TaskHistory4July2011SciFinderScholaPage:2Answer1:NCNOOClNi-BuBr+++EtOCCCHMeN(Step4.1)HO(

7、Step2.1)N(Step3.1)1.1R:Thiourea,R:HCl,S:DMF,rt85C;8h,85C;85Crt1.2R:H2O,cooled2.1S:EtOH,13h,rtreflux;refluxrt2.2R:H2OMeN3.1rt55C;55C100C;1h,100C3.2R:AcOH,S:H2O,cooledSOBu-i4.1R:K2CO3,S:DMF,rt80C;12h,80C;cooledHO2C4.2R:H2O,cooledCN5.1R:HCO2

8、-Na+,R:HCO2H,R:H2NOH-HCl,6h,rtreflux6.1R:NaOH,S:EtOH,S:THF,rtreflux6.2R:HCl,S:H2O,cooled,pH2NOTE:1)HClgasusedinstage1,3)polyphosphoricacidused,Reactants:4,Reagents:9,Solvents:4,Steps:6,Stages:11,Moststagesinanyonestep:2