Total Synthesis of Trisaccharide Repeating Unit of O-Specific Polysaccharide of Pseudomonas fluorescens BIM B-582

被引：19

作者：

Behera, Archanamayee ^{[1
]}

Rai, Diksha ^{[1
]}

Kushwaha, Divya ^{[1
]}

Kulkarni, Suvarn S. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 18期

关键词：

STEREOSELECTIVE-SYNTHESIS; BETA-MANNOPYRANOSYLATION; BUILDING-BLOCKS; GLYCOSYL DONORS; RHAMNOPYRANOSIDES;

D O I：

10.1021/acs.orglett.8b02669

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of the trisaccharide repeating unit of the O-specific polysaccharide of Pseudomonas fluorescens BIM B-582 is reported. This efficient synthesis involves consecutive 1,2-cis glyco-sylations including beta-L-rhamnosylation and alpha selective coupling of rare 4-deoxy-D-xylo-hexose as the key steps. The synthetic trisaccharide is equipped with an aminopropyl linker at the reducing end to allow for conjugation to proteins and microarrays for further immunological studies.

引用

页码：5956 / 5959

页数：4

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