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1、1.2SyntheticrouteofthetargetcompoundsThePreparationmethodsusedinthispaperareasfollows.ThefirststepisthecondensationreactionofhalohydrinandglucoseinthepresenceofLouisacid.ThesecondstepistheSubstitutionreactionwithmalonatederivativeandthenhydrolysis.Thethirdstepisthereactionwithcyclohe
2、xanediamineplatinumsulfuricacidcomplextoobtainthetargetcompoundunderalkalineconditions.GlucosidesynthesisreactioninthepresenceofaLewisacid,GlucoseAcetylation,2-substitutedreactionofmalonicestersandthefinaldeprotectionreactionwereinvolvedinthispreparationwork.2.11-O-D-glucoside-2-brom
3、o-ethanepreparationGlucose(2.7g)wasaddedto2-bromoethanol(10mL)atroomtemperature.Afterithascooledto0℃,theairintheflaskwasreplacedwithnitrogen.Borontrifluoridediethylethersolution(98%,1mL)wasaddeddropwiseslowlyundernitrogenprotection.Thereactionmixturewasstirredat0℃for15min,thenslowlyr
4、aisedtoroomtemperatureandstirredfor30min,thenthereactionsolutionheatedto80℃,reaction5hat80℃.Aftercompletionofthereaction,thesolventwasremovedbyrotaryevaporation,thereactionproductwassimplypurifiedusingsilicagelcolumnchromatography(dichloromethane:methanol=6)andgivethecrudeproduct2.3g
5、.MS，m/z：287.23[M+1]+。2.21-O-(2,3,4,6-tetraacetyl-D-glucoseglycoside)-2-bromo-ethanepreparationThereactionproduct1-O-D-glucoside-2-bromo-ethane2.3gobtainedfromthe"2.1"itemswasdissolvedinpyridineandaceticanhydride(7mL:7mL)atroomtemperatureandstirredovernight,theendofthereactionwasmonit
6、oredbythinlayerchromatography(TLC).Aftercompletionofthereaction100mLofethylacetatewasadded,useavolumeconcentrationof5%aqueoushydrochloricacid(25mL,2times)washing2times,theaqueousphasewasextractedwithethylacetate(25mL,2times),andthencombinedtheorganicphase.Theorganicphasewaswashedwith
7、saturatedaqueousammoniumchloridesolution(100mL,1times),distilledwater(100mL,1times),saturatedaqueoussodiumbicarbonate(100mL,1times),saturatedaqueoussodiumchloride(100mL,1time)anddriedoveranhydroussodiumsulfate.Thesolventwasevaporatedtodrynesswitharotaryevaporatortogiveapaleyellowcrud
8、eproduct.The
