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Study On The Total Synthesis Of Saucernetin-8

Posted on:2009-09-13Degree:MasterType:Thesis
Country:ChinaCandidate:Y J JiangFull Text:PDF
GTID:2144360272982193Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
Saucernetin-8,structurally related and functionally unique dineolignans,has been isolated from active root extracts of Saururus cernuus L.Recently Saucernetin-8 has been shown to be a potent inhibitor of the key transcription factor HIF-1.In this thesis, full details are showed for the total synthesis of Saucernetin-8 by using 4-pentenoic acid as starting material,followed by the use of Evans Reagent,asymmetry Aldol reaction,through TBS protection,removing of the oxazolidinone,LAH reduction,NaIO4 oxidation,Weinreb ketone synthesis reaction,ect...Saucernetin-8 was synthesized successfully in 21 steps.By using of the two intermidiates of the route,we got two isomers of saucernetin-8.The molecular structure of them have been confirmed by 1H NMR,13C NMR,HPLC-MS.
Keywords/Search Tags:Saucernetin-8, HIF-1, asymmetry Aldol reaction, totalsynthesis
PDF Full Text Request
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