A new, lipophilic p-alkoxybenzyl ether protecting group and its use in the synthesis of a disaccharide

被引:27
作者
Pozsgay, V [1 ]
机构
[1] NICHHD, NIH, Bethesda, MD 20892 USA
关键词
D O I
10.1021/ol990670d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] In contrast to major advances in the chemical synthesis of oligosaccharides, the methods of purification of the intermediates are essentially the same as they were decades ago, Here, the synthesis of p-(dodecyloxy)benzyl chloride is described and it is demonstrated that the new p-(dodecyloxy)benzyl ether protecting group can render a protected disaccharide sufficiently lipophilic for selective adsorption on C-18 silica, thus sidestepping the expensive silica gel chromatography traditionally used for the isolation of protected oligosaccharides.
引用
收藏
页码:477 / 479
页数:3
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