| 1-O-芳酰基-β-D-吡喃葡萄糖四乙酸酯和1-O-芳基-D-吡喃葡萄糖的立体选向合成 |
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| 引用本文： | 王世玉,陈云东,李翠娟,金声.1-O-芳酰基-β-D-吡喃葡萄糖四乙酸酯和1-O-芳基-D-吡喃葡萄糖的立体选向合成[J].高等学校化学学报,1991(4). |
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| 作者姓名： | 王世玉 陈云东 李翠娟 金声 |
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| 作者单位： | 北京大学化学系 100871
(王世玉，陈云东，李翠娟)，北京大学化学系 100871(金声) |
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| 摘 要： | l-O-Aroyl-β-D-glucopyranose tetraacetates (Ⅰ -Ⅶ) were obtained by the condensation of tetra-O-acetyl-α-ZJ-glucopyranosyl bromide with aromatic acids in K2CO3-Me2CO at room temperature. Exclusive production of β-D-anomers was confirmed by measurement of their specific rotation and also by observing their 1R and NMR spectra. Reaction of α-acetobromoglucose with methyl o- or p-hydroxybenzoate in aq. KOH-Me2CO gives the corresponding β-D-glucopyranoside(Ⅶ- Ⅷ). Control of the stereochemistry in obtaining α-D-anomers (Ⅷ-Ⅸ ) could also be satisfactorily achieved by employing penta-O-acetyl-D-glucopyranose and methyl o- or p- hydroxybenzoate in ZnG2-AcOH-Ac2O.
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| 关 键 词： | 1-O-芳酰基-β-D吡喃葡萄糖四乙酸酯 水杨酸甲酯-D-吡喃葡萄糖苷 对-羟基苯甲酸甲酯-D-吡喃葡萄糖苷 |
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