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Sugar Chiral Drug Intermediates And Block Application In The Synthesis Of Related Compounds

Posted on:2015-02-19Degree:MasterType:Thesis
Country:ChinaCandidate:X L WangFull Text:PDF
GTID:2261330431956530Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
This paper discusses the synthetic sugar epoxy chiral block of1alpha2,5-dihydroxy drug intermediates for synthesis of vitamin D3, and aiming the thephenomenon that at acid condition c fork off TBS easily removed at the same time,conducting a series of trying.in a linear step4step by the end, the yield of80.2%totalyield obtained1alpha2,5-dihydroxy vitamin D3drug intermediates, for its totalsynthesis provides a more convenient, cheap, practical synthetic route.Then we work the sugar chiral block points for (6R,8R) and (6R,8S)-(-)-E-1-ene chlorotridec-1-6,8-diol on the total synthesis, and try to use two methods toconstruct structure of vinyl chloride. Without protection in the route of the synthesis ofnatural products, we developed a polyol compounds on the selective methods of Ts.Due to the instability of chromium chloride, we work for the reduction of chromiumtrichloride generated chromium chloride in a series of research, confirm the zinc powderand sodium iodide condition does not apply to the construction of vinyl chloride,lithium aluminium classic four hydrogen reduction chromium trichloride vinyl chloridestructure is obtained with high yield.After successful synthesis of natural products, we will compare with the date thatisolated from Marine algae30years ago, we find significant differences in carbonspectrum, through the analysis, we conclude that the error is due to two chiral carbonatoms on the hydroxy caused by deuterium with links...
Keywords/Search Tags:expoxy chiral, total synthesis, natural products, vinylchloro
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