相转移催化法合成七-O-乙酰基-β-麦芽糖基芳香酸酯  

Synthesis of Heptaacetylsyl Aromatic Acid Esters Malto by PTC

作　　者：连召斌[1] 黄艳[1] 曹玲华[1] 

机构地区：[1]新疆大学化学化工学院化学系,乌鲁木齐830046

出　　处：《应用化学》2003年第3期287-289,共3页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金 ( 2 996 2 0 0 2 );南开大学元素有机化学国家重点实验室基金资助项目

摘　　要：Six aromatic acid esters of heptaacetyl maltosyl were synthesized by reaction of hepta-O-acetyl-α-maltosyl bromide with corresponding aromatic acids, using triethyl benzyl ammonium chloride as a phase -transfer catalyst. In the 1 H NMR spectra of these compounds, the che mical shift of C 1 -H in glycosyl-ring appears at downfield, the coupling constant J 1-2 =8 0～8 3. In the IR spectra of the products, the abso r ption of bending vibration of C 1 -H bond in glycosyl-ring appears at abou t 900 cm -1 . The IR, 1 H NMR spectra confirmed their β-anome r configuration. The greater relative abundances of the molecular ion peak were recorded in the mass spectra of the products. The method has advantages of mild reaction conditions, easy separation and high stereospecifi- city of the pro ducts.Six aromatic acid esters of heptaacetyl maltosyl were synthesized by reaction of hepta-O-acetyl-α-maltosyl bromide with corresponding aromatic acids, using triethyl benzyl ammonium chloride as a phase -transfer catalyst. In the 1 H NMR spectra of these compounds, the che mical shift of C 1 -H in glycosyl-ring appears at downfield, the coupling constant J 1-2 =8 0～8 3. In the IR spectra of the products, the abso r ption of bending vibration of C 1 -H bond in glycosyl-ring appears at abou t 900 cm -1 . The IR, 1 H NMR spectra confirmed their β-anome r configuration. The greater relative abundances of the molecular ion peak were recorded in the mass spectra of the products. The method has advantages of mild reaction conditions, easy separation and high stereospecifi- city of the pro ducts.

关 键 词：相转移催化法 合成 七-O-乙酰基-β-麦芽糖基芳香酸酯 麦芽糖 

分 类 号：R914.4[医药卫生—药物化学] O621.36[医药卫生—药学]