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The Preparation Of Sugar Derivatives And Simple Stilbene Compounds Cyclization

Posted on:2007-05-06Degree:MasterType:Thesis
Country:ChinaCandidate:R Y JiangFull Text:PDF
GTID:2191360185491058Subject:Biochemical Engineering
Abstract/Summary:PDF Full Text Request
In this thesis, the synthetic method and technology of 2,3,4,6-tetra-O-benzyl-D-glucono 1,5-lactone were studied, with 2,3,4,6-tetra-O-benzyl-D-methylglucoside or sucrose as raw material. 2,3,4,6-Tetra-O-benzyl glucose was prepared from sucrose by acetylation and benzylation with high rate of production, then it was hydrolyzed to prepare octa-benzyl sucrose, which was oxidized to synthesize 2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone.The synthesis route of voglibose curing diabetes medicine was also studied.2,3,4,6-Tetra-O-benzyl-D-glucose reacted with bromine to give glucosylbromide. It reacted with hydroxyl phenyl acetonitrile or hydroxyl benzaldehyde to give substituted ph-enylacetonitrile or substituted benzaldehyde.11 New stilbenes were synthesized possessing 2,3,4,6-tetra-O-benzyl-D-glucoside by condensation reaction with pheny lacetonitrile or benzaldehyde, which had potential biological activity and would be sieved in the future.The annulation of stilbene compounds were studied. Phenanthrene derivates-interme diates of tylophorine were synthesized by annulation from (E)-2,3-bis(3,4-dimethoxyphen yl)acrylic acid and (Z)-2,3-bis(3,4-dimethoxyphenyl) acrylonitrile with phenyliodine diace tate (PIDA) as a friendly and high efficient catalyzer.The route was first reported, whose application foreground would be promising.The catalyzer will be used to study of synthesizing a series of new phenanthrenes.The pure products as mentioned above were certified by ~1HNMR, IR and MS.
Keywords/Search Tags:2,3,4,6-tetra-O-benzyl-D-glucono-1, 5-lactone, 2,3,4,6-tetra-O-benzyl-D-glucose, stilbene, annulation
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