CAJ | 학술논문

目的探索一种新型的糖基化方法.方法以TMSOTf为催化剂, 1-α-O-(3, 5-二硝基苯甲酰基)-2, 3, 4, 6-四-O-苄基-D-吡喃葡萄糖分别与一系列的羧酸、酚、醇和单糖反应, 得到糖基化产物, 采用1H、13C NMR谱确证了产物的构型.结果高立体选择性、较好收率地得到了α-葡萄糖苷和相应的寡糖.结论 3,5-二硝基苯甲酰氧基作为良好的糖端基离去基用于寡糖的合成, 具有反应条件温和、收率较高、立体选择性好的特点.
목적탐색일충신형적당기화방법.방법이TMSOTf위최화제, 1-α-O-(3, 5-이초기분갑선기)-2, 3, 4, 6-사-O-변기-D-필남포도당분별여일계렬적최산、분、순화단당반응, 득도당기화산물, 채용1H、13C NMR보학증료산물적구형.결과 고입체선택성、교호수솔지득도료α-포도당감화상응적과당.결론 3,5-이초기분갑선양기작위량호적당단기리거기용우과당적합성, 구유반응조건온화、수솔교고、입체선택성호적특점.
Aim To investigate a new glycosylation method. Methods In the presence of TMSOTf as catalyst, 1-O-(3, 5-dinitrobenzoyl)-2, 3, 4, 6-tetra-O-benzyl-α-D-glucopyranose 1 reacted with a series of carboxylic acid, phenols, alcohols and saccharides respectively to give the corresponding glycosylation products. The compounds were determined by 1H NMR and 13C NMR spectra. Results The α-gluco-pyranosides and related oligosaccharides were prepared in high yields. Conclusion The 3, 5-dinitrobenzoyl group was found to be a good leaving group at the anomeric position and O-glucopyranosides and oligosaccharides were stereoselectively synthesized in good yield.