Conformationally Restricted Oxazolidin‐2‐one Fused Bicyclic Iminosugars as Potential Glycosidase Inhibitors,European Journal of Organic Chemistry

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Conformationally Restricted Oxazolidin‐2‐one Fused Bicyclic Iminosugars as Potential Glycosidase Inhibitors
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-09-16 , DOI: 10.1002/ejoc.202001053
Maria Domingues _{1,

2} , Justyna Jaszczyk ₁ , Maria Isabel Ismael ₂ , José Albertino Figueiredo ₂ , Richard Daniellou ₁ , Pierre Lafite ₁ , Marie Schuler ₁ , Arnaud Tatibouët ₁

Affiliation

The synthesis of unprecedented bicyclic oxazolidin‐2‐one (OZO) fused iminosugars is described. The key step involves a tandem Staudinger/retro Michael/aza Michael sequence from OZO azidosugars, themselves obtained through oxidation of oxazolidin‐2‐thione (OZT) precursors. The iminosugars were subsequently evaluated as glycosidase inhibitors.

中文翻译：

构象受限的恶唑烷二-1-融合双环氨基糖作为潜在的糖苷酶抑制剂

描述了前所未有的双环恶唑烷-2-酮（OZO）融合亚氨基糖的合成。关键步骤涉及来自OZO叠氮糖的串联Staudinger /复古Michael /氮杂Michael序列，它们本身是通过恶唑烷-2-硫酮（OZT）前体的氧化获得的。随后将亚氨基糖评估为糖苷酶抑制剂。

更新日期：2020-10-11

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