Oxidation of Disulfides to Taurine and Sulfanilic Acid Derivatives

被引:1
作者
Furtmann, Norbert [1 ]
Gilberg, Erik [1 ]
Spuetz, Nicola [1 ]
Guetschow, Michael [1 ]
机构
[1] Univ Bonn, Inst Pharmaceut, Pharmaceut Chem 1, D-53121 Bonn, Germany
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 17期
关键词
dipeptides; disulfides; oxidation; sulfanilic acid; sulfonic acids; taurine; SULFATIDE; INHIBITOR; ANALOGS; METABOLITES; PEPTIDES; GROWTH;
D O I
10.1055/s-0034-1380655
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Taurine (2-aminoethanesulfonic acid) is a representative substructure in biologically active compounds, but can raise difficulties in direct coupling reactions. In this study, the synthesis of taurine-derived sulfonic acids and analogous aromatic sulfonic acids was accomplished by a performic acid promoted oxidation of corresponding symmetrical disulfide precursors. In some of the products, the taurine or sulfanilic acid nitrogen atom is incorporated in a heterocyclic scaffold or part of a peptide bond in dipeptide mimetics.
引用
收藏
页码:2609 / 2616
页数:8
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