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.

引用

页数：4

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