Thiol addition to protected allyl glycosides: An improved method for the preparation of spacer-arm glycosides

被引:41
作者
vanSeeventer, PB [1 ]
vanDorst, JALM [1 ]
Siemerink, JF [1 ]
Kamerling, JP [1 ]
Vliegenthart, JFG [1 ]
机构
[1] UNIV UTRECHT,BIJVOET CTR,DEPT BIOORGAN CHEM,NL-3508 TB UTRECHT,NETHERLANDS
关键词
neoglycoconjugates; allyl glycosides; sulfide spacer-arm; 3-(2-azidoethylthio)propyl glycosides;
D O I
10.1016/S0008-6215(97)00074-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A useful method for the preparation of differently functionalized sulfide spacer-arm glycosides is presented. Several protected allyl glycosides were variously elongated via a radical addition reaction with pentanethiol, methyl 3-mercaptopropionate, or 2-mercaptoethanol. The hydroxyl function of protected 3-(2-hydroxyethylthio)propyl glycosides was subsequently transformed into an azide function. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:369 / 373
页数:5
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