Synthesis of the branched tetrasaccharide fragment of saccharomicin B

被引：1
|
作者：
Garreffi, Brian P. [1 ]
Maney, Akash P. [1 ]
Bennett, Clay S. [1 ]
机构：
[1] Tufts Univ, Dept Chem, 62 Talbot Ave, Medford, MA 02155 USA
来源：
TETRAHEDRON LETTERS | 2023年 / 125卷
基金：
美国国家科学基金会;
关键词：
Carbohydrates; Glycosylation; Synthesis; Amino sugars; Antibiotics; ALPHA-SELECTIVE GLYCOSYLATION;
D O I：
10.1016/j.tetlet.2023.154615
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthesis of the branched tetrasaccharide fragment of saccharomicin B through a [2+2] strategy is reported. Stereoselective coupling of a saccharosamine ortho-alkynyl benzoate to a digitoxose thioglycoside acceptor afforded the Sac-11-Digi-10 donor in 50% yield. This latter compound was then united with our previously reported Fuc-8-Eva-9 disaccharide under AgPF6 promotion to afford the target tetrasaccharide in 20% yield. The resulting tetrasaccharide can serve as a linchpin for assembling the target molecule.& COPY; 2023 Elsevier Ltd. All rights reserved.
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页数：4
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