Synthesis of 4,5-disubstituted-3-deoxy-D-manno-octulosonic acid (Kdo) derivatives

被引:16
|
作者
Yi, Ruiqin [1 ]
Ogaki, Atsushi [2 ]
Fukunaga, Mayumi [2 ]
Nakajima, Hiromitsu [2 ]
Ichiyanagi, Tsuyoshi [2 ]
机构
[1] Tottori Univ, United Grad Sch Agr Sci, Tottori 6808553, Japan
[2] Tottori Univ, Fac Agr, Dept Life & Food Sci, Tottori 6808553, Japan
关键词
3-Deoxy-D-manno-2-octulosonic acid; Lipopolysaccharide; Lipooligosaccharide; 4,5-Branched structure; Inner-core oligosaccharide; LIPOPOLYSACCHARIDE; GLYCOSPHINGOLIPIDS; OLIGOSACCHARIDES;
D O I
10.1016/j.tet.2014.04.024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, a new synthetic approach to 4,5-branched Kdo trisaccharides based on the common acceptor Kdo(alpha 2-4)Kdo was developed. The synthesis of three types of 4,5-branched trisaccharides, Hep(alpha 1-5)[Kdo(alpha 2-4)]Kdo, Man(alpha 1-5)[Kdo(alpha 2-4)]Kdo, and GaINAc(alpha 1-5)[Kdo(alpha 2-4)]Kdo, was achieved in good yield and high a-selectivity. (C) 2014 Elsevier Ltd. All rights reserved.
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页码:3675 / 3682
页数:8
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