Department of Chemistry , Tufts University , Medford , Massachusetts 02155 , United States.
Org Lett. 2019 Aug 2;21(15):5922-5927. doi: 10.1021/acs.orglett.9b02056. Epub 2019 Jul 15.
The first synthesis of the pentasaccharide fragment of the angucycline antibiotic saquayamycin Z is described. By using our sulfonyl chloride mediated reagent controlled dehydrative glycosylation, we are able to assemble the glycosidic linkages with high levels of anomeric selectivity. The total synthesis was completed in 25 total steps, and in 2.5% overall yield with a longest linear sequence of 15 steps.
本文描述了安格环素类抗生素 saquayamycin Z 的五糖片段的首次全合成。通过使用我们的磺酰氯介导的试剂控制脱水糖苷化反应,我们能够以高的糖基选择性水平组装糖苷键。该全合成共经历 25 步总反应,总收率为 2.5%,最长线性序列为 15 步。