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Synthetic Studies Of (E)-3,5-dimethoxyl-4'-acetoxyl Distilbene&Synthetic Studies Of Spongistatin 1:CD-Spiroketal—δ-lactone In Natural Products

Posted on:2008-01-01Degree:MasterType:Thesis
Country:ChinaCandidate:J L WuFull Text:PDF
GTID:2121360215468924Subject:Organic synthesis
Abstract/Summary:PDF Full Text Request
The thesis mainly consists of the following three chapters. Chapter One:the Biological Activity and the Preparation of Resvertrol (review)In this section,a brief introduction of the development of resvertrol including the biological activity and the preparation in detail was given. Chapter two:the Synthesis of 3,5-dimethoxyl-4'-acetoxyldistilbeneThe chapter included two sections.In section one,3,5-dimethanesurlfonoxylbenzaldehyde was synthesized from benzoic acid in 40%overall yield by sulfonation,alkali fusion,acidification,esterification,protection,reduction,oxidation.The reaction condition of sulfonation was discussed.In section two,The reaction of 4-acetoxylbenzyl bromide and 3,5-di meth-oxylbenzaldehyde to give(E)-3,5-dimethoxyl-4'-acetoxyl -distilbene was investigated.The reaction obtained 30%overall yield.The reaction condition was optimized.Chapter three:Synthetic studies of spongistatin 1:A convergent approach to synthesis of CD-Spiroketal—δ-lactoneIn this chapter,The synthesis ofδ-lactone,which will be used in synthesis of CD-Spirolketal in spongistatin 1.δ-lactone was investigated using(R)-malic acid as starting material.The asymmetry,Reformatsky reaction of.2-((s)-2,2-dimethyl-1,3-dioxolan-4-yl-)acetaldehyde and ethyl 3-hydroxy-4-((s)-2,2-dimethyl-1,3-dioxolan-4-yl-)butanoate was discussed.
Keywords/Search Tags:resveratrol, synthesize, 3,5-dihydroxybenzic acid, 3,5-dimethanesurlfonoxylbenzaldehyde, (E)-3,5-dimethoxyl-4'-acetoxyl-distilbene, vinylation reaction, spongistatin 1: CD-Spiroketal-δ-lactone, asymmetry Reformatsky reaction
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