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学科主题: 生命有机化学
题名: Organocatalytic and Scalable Synthesis of the Anti-Influenza Drugs Zanamivir, Laninamivir, and CS-8958
其他题名: 有机小分子催化合成抗流感药物Zanamivir, Laninamivir, and CS-8958
作者: Tian JS(田俊山); Zhong JK(钟建康); Li YS(李运生); Ma DW(马大为)
通讯作者: 马大为
刊名: Angew. Chem.-Int. Edit.
发表日期: 2014
DOI: 10.1002/anie.201408138
卷: 53, 期:50, 页:13885-13888
收录类别: SCI
英文摘要: Zanamivir, laninamivir, and CS-8958 are three neuraminidase inhibitors that have been clinically used to combat influenza. We report herein a novel organocatalytic route for preparing these agents. Only 13steps are needed for the assembly of zanamivir and laninamivir from inexpensive D-araboascorbic acid by this synthetic route, which relies heavily on a thiourea-catalyzed enantioselective Michael addition of acetone to tert-butyl (2-nitrovinyl)carbamate and an anti-selective Henry reaction of the resulting Michael adduct with an aldehyde prepared from D-araboascorbic acid. The synthetic procedures are scalable, as evident from the preparation of more than 3.5g of zanamivir.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38966
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所

Recommended Citation:
Tian JS,Zhong JK,Li YS,et al. Organocatalytic and Scalable Synthesis of the Anti-Influenza Drugs Zanamivir, Laninamivir, and CS-8958[J]. Angew. Chem.-Int. Edit.,2014,53(50):13885-13888.
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