7-氧-苄基-1,2∶3,4-二-氧-异亚丙基-α-D-型半乳庚糖的合成  

Synthesis of 7-O-benzyl-1,2∶3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

作　　者：孟雪[1] 徐源[1] 张飞[1] 姜京徽 杨劲松[1] 

机构地区：[1]四川大学华西药学院,四川成都610041

出　　处：《华西药学杂志》2016年第4期329-331,共3页West China Journal of Pharmaceutical Sciences

基　　金：国家自然科学基金面上项目资助(批准号:21572145)

摘　　要：目的 研究7-氧-苄基-1,2∶3,4-二-氧-异亚丙基-α-D-半乳庚糖的实用合成路线。方法 以D-半乳糖为原料,通过异丙叉化、Swern氧化、Wittig反应、OsO4氧化、亲核取代等5步反应制备目标物。结果与结论 将目标化合物的结构与已知物的^1HNMR数据对比得到确证,5步总收率为42.4%,操作简便,易于实施,可为后续砂优杆菌抗原活性多糖片段Strain T19的合成奠定基础。OBJECTIVE To investigate a practical and convenient process for the synthesis of 7 - O - benzyl - 1,2 ： 3,4 - di -O - isopropylidene - D - glycero -α - D - galacto - heptopyranose. METHODS The target compound was synthesized from D - galactose by the method of isopropylidenation, Sweru oxidation, Wittig olefination, osmylation reaction and substitution. RESULTS and CONCLUSION The target compound chemical structure was confirmed by comparing with 1HNMR data of the known compound. The total yield of five steps was 42.4%. Furthermore, this study provided a convenient methodology for the construction of antigenic polysaccharide of Eubacterium saburreum.

关 键 词：D-半乳庚糖 合成 Swern氧化 WITTIG反应 OsO4氧化 

分 类 号：R914[医药卫生—药物化学]