Study on synthesis of α-ionol-β-D-glucoside by phrase transfer catalytic method
ZHANG Gai-hong
LIU Yu
LI Xue-long
PAN Peng
KE Ning
BAI Bing
MAO Duo-bin
Abstract:α-ionol was synthesized from α-ionone via the selective reduction.α-ionol-β-D-glucoside was synthesized from α-ionol via the reaction with tetra-O-α-acetyl-D-glucopyranosyl bromide under the phase transfer catalyst to give the corresponding α-ionol-2,3,4,6-tetra-O-acetyl-β-D-glucoside,followed by deacetylation.The appropriate conditions for this glucosidation reaction were as follows:10% tetrabutyl ammonium bromide was added to catalyze a reaction between Br-glucose-tetraacetateand α-ionol at a ratio of 1.6:1 in CHCl3-H2O allowed to proceed for 8 h at 60 ℃.The yield rate of glycosylation reaction was 30%.The target products were characterized β-configuration by FT-IR,1H NMR and ESI-MS.
Keywords:phrase transfer catalytic methodα-ionol-β-D-glucosideglycosylation
Publication Date:2017-07-02
Online Publishing Date:2025-08-15(First online date of this platform, not the publication date of the document)
Pages:6( 43-48 )
