Silver（Ⅰ） oxide was applied to the selective p-tosylation of hydroxyls of saccharide. The reaction of p-methylphenyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside（A） with a stoichiometric amount of p-toluenesulfo...Silver（Ⅰ） oxide was applied to the selective p-tosylation of hydroxyls of saccharide. The reaction of p-methylphenyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside（A） with a stoichiometric amount of p-toluenesulfonyl chloride（TsCl） in the presence of silver（Ⅰ） oxide and a catalytic amount of potassium iodide selectively led to the monotosylate derivative:p-methylphenyl 3-O-p-toluenesulfonyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside（B） in a high yield（97%）. A possible mechanism of the reaction is proposed. The rational reaction process is that at n（TsCl）∶n（Ag2O）∶n（A）∶n（KI）=1.2∶1.5∶1.0∶0.2, the mixture is stirred at room temperature for 8 h, 2.74 g（97%）B could be isolated from 2.0 g of compound A.展开更多
The title compound N,N′ ditosyl 3 methoxyimino 1,5 diaza cyclooctane(4) has been prepared by two methods,the reactions of all steps are carried out under very moderate conditions and the overall yield is high.The str...The title compound N,N′ ditosyl 3 methoxyimino 1,5 diaza cyclooctane(4) has been prepared by two methods,the reactions of all steps are carried out under very moderate conditions and the overall yield is high.The structures of the new compounds 2,3,4 are characterized by elemental analysis,IR, 1H NMR and MS spectroscopy.展开更多
文摘Silver（Ⅰ） oxide was applied to the selective p-tosylation of hydroxyls of saccharide. The reaction of p-methylphenyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside（A） with a stoichiometric amount of p-toluenesulfonyl chloride（TsCl） in the presence of silver（Ⅰ） oxide and a catalytic amount of potassium iodide selectively led to the monotosylate derivative:p-methylphenyl 3-O-p-toluenesulfonyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside（B） in a high yield（97%）. A possible mechanism of the reaction is proposed. The rational reaction process is that at n（TsCl）∶n（Ag2O）∶n（A）∶n（KI）=1.2∶1.5∶1.0∶0.2, the mixture is stirred at room temperature for 8 h, 2.74 g（97%）B could be isolated from 2.0 g of compound A.
文摘The title compound N,N′ ditosyl 3 methoxyimino 1,5 diaza cyclooctane(4) has been prepared by two methods,the reactions of all steps are carried out under very moderate conditions and the overall yield is high.The structures of the new compounds 2,3,4 are characterized by elemental analysis,IR, 1H NMR and MS spectroscopy.
