Efficient Glycosylation Using ODS Adsorption Method Based on the Affinity of Long Alkoxybenzyl Glycoside
Efficient Glycosylation Using ODS Adsorption Method Based on the Affinity of Long Alkoxybenzyl Glycoside
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DOI：
10.1055/s-2008-1077948
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发表时间：
2008-07
期刊：
影响因子：
2
通讯作者：
H. Imagawa;Atsushi Kinoshita;Hirofumi Yamamoto;K. Namba;M. Nishizawa*
中科院分区：
文献类型：
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作者：
H. Imagawa;Atsushi Kinoshita;Hirofumi Yamamoto;K. Namba;M. Nishizawa*
开发了可被TMSOTf选择性去除的对氧苄基(POB)糖苷作为糖基受体的保护基团。当铜(OTf)2的摩尔分数为20时，三氯乙酰亚胺的活化效果较好。基于长烷基链与消耗臭氧层物质的显著亲和力，利用消耗臭氧层物质的吸附方法，快速高效地完成了对所得糖苷的纯化。该方法对聚合型低聚糖的合成特别有用。
p-Oleyloxybenzyl (POB) glycoside, selectively removable with TMSOTf, was developed as a protecting group for the glycosyl acceptor. Activation of the trichloroacetimidate was efficiently accomplished using 20 mol% of Cu(OTf) 2 . Purification of the resulting glycoside was rapidly and efficiently accomplished by an ODS adsorption method based on the significant affinity of long alkyl chains and the ODS. The procedure is particularly useful for convergent oligosaccharide synthesis.