Synthesis of dimeric Lewis X antigenic determinant with azido-type spacer arm by a sequence of regioselective glycosylation steps

被引:18
作者
Figueroa-Perez, S [1 ]
Verez-Bencomo, V [1 ]
机构
[1] Univ La Habana, Fac Quim, Lab Synthet Antigens, Cuidad Habana 10400, Cuba
关键词
D O I
10.1016/S0040-4039(98)02104-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new regioselective glycosylation strategy was used to develop a highly efficient synthesis of the dimeric Lewis X determinant linked to an azido type spacer arm. Regioselective galactosylation of 3,4 glucosamine diols 2 and 3 with galactose donor 4, followed by fucosylation provided two trisaccharide building blocks 9 and 10. The final condensation involved a 3b-regioselective glycosylation of the 2b,3b trisaccharide diol 11 in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9143 / 9146
页数:4
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