期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 2, 页码 523-527出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201507357
关键词
3-amino sugars; desosamine; Henry reaction; macrolide antibiotics; gamma-nitro alcohols
资金
- Blavatnik Biomedical Accelerator Program at Harvard University
- Daiichi-Sankyo Co., Ltd.
D-Desosamine is synthesized in 4 steps from methyl vinyl ketone and sodium nitrite. The key step in this chromatography-free synthesis is the coupling of (R)-4-nitro-2-butanol and glyoxal (trimeric form) mediated by cesium carbonate, which affords in crystalline form 3-nitro-3,4,6-trideoxy-alpha-D-glucose, a nitro sugar stereochemically homologous to D-desosamine. This strategy has enabled the syntheses of an array of analogous 3-nitro sugars. In each case the 3-nitro sugars are obtained in pure form by crystallization.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据