一种改进的对氨基苯基 1-硫代-β-D-糖苷的合成方法。
An improved method for the syntheses of p-aminophenyl 1-thio-beta-D-glycosides.
作者信息
Iino N, Yoshida K
出版信息
Carbohydr Res. 1976 Nov;51(2):223-8. doi: 10.1016/s0008-6215(00)83329-7.
The condensation of the appropriate acetylglycosyl bromides with p-aminobenzenethiol in the presence of sodium methoxide afforded p-aminophenyl 1-thio-beta-D-glucopyranoside, 1-thio-beta-D-galactopyranoside, 1-thio-beta-D-xylopyranoside, and 2-acetamido-2-deoxy-1-thio-beta-D-glucopyranoside. p-Aminophenyl 1-thio-beta-D-glucopyranosiduronic acid was synthesized by condensation of methyl (2,3,4-tri-O-acetyl-alpha-D-glucopyranosyl bromide)uronate with p-aminobenzenethiol, followed by saponification with sodium hydroxide.
在甲醇钠存在下，适当的乙酰糖基溴化物与对氨基苯硫酚缩合，得到对氨基苯基 1-硫代-β-D-吡喃葡萄糖苷、1-硫代-β-D-吡喃半乳糖苷、1-硫代-β-D-吡喃木糖苷和 2-乙酰氨基-2-脱氧-1-硫代-β-D-吡喃葡萄糖苷。对氨基苯基 1-硫代-β-D-吡喃葡萄糖醛酸是通过将甲基 (2,3,4-三-O-乙酰基-α-D-吡喃葡萄糖基溴) uronate 与对氨基苯硫酚缩合，然后用氢氧化钠皂化而合成的。
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