β-D-葡萄糖基硫脲合成及生物活性研究

Synthesis of β-D-Glucopyranosyl Thiourea and Biological Activity

从1-溴-2,3,4,6-四乙酰化-β-D-吡喃葡萄糖(I)出发,经异硫氰酸酯化反应,合成了2,3,4,6-四乙酰化-β-D-吡喃糖基硫脲化合物IV,再经脱乙酰化得到V.将乙酰化糖基异硫氰酸酯的合成从文献的60%提高到80%.所得化合物经元素分析,IR,MS,1HNMR和13CNMR谱学分析确定了结构,并对产物进行了初步的除草活性测试.

2,3,4,6-Tetra-acetyl-β-D-glucopyranosyl thioureas Ⅳ were synthesized by the reaction of aniline with 2,3,4,6-tetra-acetyl-β-D-glucopyranosyl isothiocyanate generated from 1-bromo-2,3,4,6-tetra-acetyl-α- D-glucopyranuronate and KSCN in reflux acetonityile. In the synthesis of acetyl-β-D-glucopyranosyl isothiocyanate, the yield was raised from 60% to 80%. The structures of the compounds were confirmed by IR, MS, NMR spectra and elemental analysis. The preliminary biological tests indicate that some compouds of Ⅳ and Ⅴ show good herbicidal activity.