以甲基葡萄糖苷为起始原料,经改进的Williamson苄醚化反应,选择性水解反应得到目标产物。优化了苄醚化及选择性水解反应条件。苄醚化以甲基葡萄糖苷、氢氧化钠、氯化苄为原料,以正辛烷为带水剂,125℃~130℃保温回流脱水反应8 h,产率为98.0%~99.0%。水解反应以丙酸替代乙酸为溶剂,高氯酸为催化剂,85℃~90℃保温回流脱水反应8 h,产率为65.0%~70.0%。各步产物结构经FTIR、HPLC-MASS、1H NMR、13C NMR确证。
An improved method for synthesis of 2 ,3,4,6-tetra- 〈 - benzyl-glucopyranose was reported. Using methyl-glucopyranoside as raw material,via improved Williamson etherification and selective hydroly-sis ,2,3 ,4,6-tetra-〈- benzyl-glucopyranose was synthesized. The optimum conditions of Williamson etheri-fication and selective hydrolysis were investigated.In Williamson etherification, using methyl-glucopyra-noside, NaOH and benzyl chloride as raw material, using n-octane as water-carrying agent, refluxed at 125 ℃ = 130℃ for 4.0 h,gave Methyl-2,3,4,6-tetra- 〈 - benzyl-glucopyranoside in 98.2% yields.In selective hydrolysis,using propionic acid instead of common acidic acid as reaction solvent,using perchloric acid as catalyst,reaction at 85 ℃=90℃ for 8.0 h ,gave 2,3,4,6-tetra-〈-benzyl-glucopyranose in 65.0%=70.0% . The structures of compounds obtained were confirmed by FTIR, UPLC-MASS, 1H NMR.