- Chemical synthesis method of phillyrin
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The present invention relates to a method for chemical synthesis of phillyrin. According to the method, a glycosyl acceptor phillygenin and a glycosyl donor are dissolved in an organic solvent, a glycosylation reaction is performed to prepare tetra acyl phillyrin, the tetra acyl phillyrin is dissolved in an organic solvent, sodium methylate is added, a deacylation reaction is performed, an acidic pH value adjusting agent is added to adjust the pH value of the reaction mixture to achieve a neutral state, and finally a purification treatment is performed to obtain the product. According to the present invention, the advanced and practical characteristics of the production method comprise convenient raw material source, cheap and easily-available catalyst for the glycosylation reaction, significantly-reduced preparation cost, and industrial production achieving.
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Paragraph 0037; 0047-0051
(2017/03/17)
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- Effects of O-Methylation and O-Glucosylation on Carbon-13 Nuclear Magnetic Resonance Chemical Shifts of Matairesinol, (+)-Pinoresinol and (+)-Epipinoresinol
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The effects of O-methylation and O-glucosylation on the carbon-13 nuclear magnetic resonance chemical shifts of matairesinol (1), (+)-pinoresinol (6) and (+)-epipinoresinol (11) are discussed.The chemical shifts of carbons on the 2,3-dibenzylated butyrolactone and 2,6-diarylated 3,7-dioxabicyclooctane rings are not affected by methylation and glucosylation of hydroxy groups on the aromatic rings.As regards the chemical shifts of aromatic carbons caused by O-methylation, all the 1'(1''),3'(3''), and 4'(4'') carbons of the guaiacyl unit are characteristically shifted downfield by 1.6+/-0.1, 1.3+/-0.1, and 2.4+/-0.1 ppm, respectively, while the 5'(5'') carbons are shifted upfield by 3.5+/-0.1 ppm.In the case of the chemical shifts of aromatic carbons caused by O-glucosylation, all the 1'(1'')and 3'(3'') carbons of the guaiacyl unit are characteristically shifted downfield by 3.0+/-0.1 and 1.3+/-0.1 ppm, respectively.Keywords - 13C-NMR; O-methylation shift; O-glucosylation shift; ligan; matairesinol; (+)-pinoresinol; (+)-epipinoresinol; guaiacyl group
- Nishibe, Sansei,Tsukamoto, Hiroki,Hisada, Sueo
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p. 4653 - 4657
(2007/10/02)
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