乙酰化呋喃型糖基三唑羧酸酯及硫苷的立体选择性合成

自从发现糖酯及硫苷类化合物具有抗菌、抗肿瘤等广泛的生理活性以来,有关这两类化合物的合成及其性质研究已成为人们极为关注的课题。但具有某些生理活性的三唑羧酸类和巯基嘧啶类化合物与糖基形成糖酯和硫苷的有关合成尚未见文献报道。为了寻找高效低毒的化合物,本文通过相转移催化法,在温和的反应条件下,立体专一性地合成了吡喃型

Stereoselective Syntheses of Glycopyranosyl 2-phenyl- 1,2,3-triazole-4-carboxylates and (4,6-Dimethylpyrimidin-2-yl) 1-thioglycopyranosides

The glycopyranosyl 2-phenyl-1, 2, 3-triazole-4-carboxylates ( 1 - 9) and (4, 6-dimethylpyrimidin-2-yl) 1-thioglycopyranosides (10-13) were obtained with high yields and stereos-electivity from the reaction of glycopyranosyl bromide with sodium 2-phenyl-1, 2, 3-triazole-4-car-boxylate or with 2-mercapto-4, 6-dimethylpyrimidine sodium salt by phase-transfer catalysis under facile conditions. The structures and confagrations of the products were confirmed on the basis of optical rotations, IR and 1H NMR spectral data.