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The Synthesis Of The Amaryllidaceae The Alkaloids Lycorane Important Intermediates And Azithromycin Synthesis Process

Posted on:2011-07-12Degree:MasterType:Thesis
Country:ChinaCandidate:P XinFull Text:PDF
GTID:2191330332978783Subject:Organic Chemistry
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This paper consists of two parts. The first part is the synthesis of Amaryllidaceae alkaloid Lycorane's important intermediate. The Lycorane is the typical compound of Amaryllidaceae family Lycorine-type alkaloids. The total synthesis of Lycorane is studied preliminarily from DL-hydroxyproline. In seven steps, the key intermediate epoxy compound, to build cycle carbon-skeleton of Lycorine-type alkaloids, is synthesized in a total yield of 49.3%. The structure is characterized by ~1H NMR and MS. It lays the foundation for the total synthesis of goal compound Lycorane.The second part is the synthesis process research of Azithromycin. The preparation of macrolide drug Azithromycin in the oximation reaction, the Beckmann rearrangement reaction, the reduction reaction, the methylation reaction from Erythromycin alkali is a classic synthesis technology route. This paper studies mainly the key intermediate Eyrthronlycin A (E)-oxime and determines the optimal reaction conditions.
Keywords/Search Tags:Amaryllidaceae alkaloid, DL-hydroxyproline, total synthesis, Azithromycin, process research
PDF Full Text Request
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