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Study On Synthesis Of Vitamin K2(35) Intermediate

Posted on:2014-01-25Degree:MasterType:Thesis
Country:ChinaCandidate:Y TaoFull Text:PDF
GTID:2254330401478994Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
Objective To design and study on a novel synthesis route of1,4-dimethoxy-2-methyl-3-((2E,6E)-3,7-dimethylnona-2,6-dienyl)naphthalenesulfone which is an important intermediate of vitamin K(235). And to getits optimized synthetic pr-ocedure.Methods Starting from2-methyl-1,4-naphthoquinone and geraniol, theinterme-diate of Vitamin K2(35) can be obtained through eight steps such as bromination, reduction, methylation, Grignard reaction, allylic hydroxylation, allylic sulfone substit-ution, etc. Single factor test wasused to optimize a part of the reaction process. The structures of the target compound and some intermediates were confirmed by1H-NMR、13C-NMR and MS.Results The synthesis process of1,4-dimethoxy-2-methyl-3-((2E,6E)-3,7-dimethylnona-2,6-dienyl)naphthalene sulfone has been completed acco r d i n g t o t h eroute designed, and the target compound was obtained, the total yield was20.5%. The structures of the target compound and the intermediate hasb e e n e s t a b l i s h e dby MS,1H-NMR and13C-NMR.Conclusions The procedure developed has several advantage of convenient oper-ation, low toxicity, facile condition and cheap materials. Theobtained target comp-ound can make the synthesis of vitamin K2(35) for side chain extension more co-nveniently.
Keywords/Search Tags:vitamin K2(35), intermediate synthesis, 1,4-dimethoxy-2-methyl-3-((2E,6E)-3,7-dimethylnona-2, 6-dienyl)naphthalene sulfone, processoptimization
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