O-糖苷-α-芳基硝酮的合成及其晶体结构特征  

Synthesis and X-Ray Crystallographic Investigation of O-Glycosyl-α-aryl Nitrones

作　　者：张怀远[1] 傅颖[2] 侯侠[1] 

机构地区：[1]兰州石化职业技术学院应用化学工程系,甘肃兰州730060 [2]西北师范大学化学化工学院,甘肃兰州730070

出　　处：《化学试剂》2016年第12期1209-1213,1234,共6页Chemical Reagents

基　　金：甘肃省高等学校基本科研业务费项目(甘财教[2011]18);兰州石化职业技术学院教科研项目(KJ2015-08)

摘　　要：以葡萄糖和乳糖为原料,经全乙酰化、溴代得到溴代的葡萄糖和乳糖,再与含羟基的芳香醛反应得到糖苷醛类化合物,进而与羟胺反应合成9个O-糖苷-α-芳基硝酮,产率为75%~92%。所得化合物经IR、~1HNMR、^(13)CNMR、MS表征,并对化合物N-苄基-C-[4-甲氧基-3-(2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖基)氧]苯基硝酮进行了X-射线单晶衍射分析,进一步确定了目标化合物的结构。结合化合物的氢谱和晶体数据表明,所合成的硝酮糖苷均具有单一构型(β型)。Using glucose and lactose as starting materials,the procedure involves acetylation and monobromination to form glycosyl bromide and lactopranosyl bromide,then reacting with aromatic aldehyde containing hydroxyl to obtain glycosyl aldehyde compounds,which react with hydroxylamine in 75%～92% yields affords the O-glycosyl-α-aryl nitrones. All compounds were confirmed by IR,^1HNMR,^（13）CNMR,MS,and the compound N-benzyl-C-4-methoxy-3-（ 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy） phenyl nitrone was measured by X-ray single crystal diffraction analysis. The results showed that all O-glycosyl-α-aryl nitrones had a single configuration（ β configuration）.

关 键 词：硝酮 糖苷 芳香醛 羟胺 X-射线单晶衍射 

分 类 号：O622.6[理学—有机化学]