Organocatalytic and Scalable Synthesis of the Anti-Influenza Drugs Zanamivir, Laninamivir, and CS-8958
文献类型:期刊论文
作者 | Tian JS(田俊山); Zhong JK(钟建康); Li YS(李运生); Ma DW(马大为) |
刊名 | Angew. Chem.-Int. Edit.
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出版日期 | 2014 |
卷号 | 53期号:50页码:13885-13888 |
其他题名 | 有机小分子催化合成抗流感药物Zanamivir, Laninamivir, and CS-8958 |
通讯作者 | 马大为 |
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. |
学科主题 | 生命有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1002/anie.201408138 |
语种 | 英语 |
源URL | [http://ir.sioc.ac.cn/handle/331003/38966] ![]() |
专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
作者单位 | 中科院上海有机化学研究所 |
推荐引用方式 GB/T 7714 | 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. |
APA | 田俊山,钟建康,李运生,&马大为.(2014).Organocatalytic and Scalable Synthesis of the Anti-Influenza Drugs Zanamivir, Laninamivir, and CS-8958.Angew. Chem.-Int. Edit.,53(50),13885-13888. |
MLA | 田俊山,et al."Organocatalytic and Scalable Synthesis of the Anti-Influenza Drugs Zanamivir, Laninamivir, and CS-8958".Angew. Chem.-Int. Edit. 53.50(2014):13885-13888. |
入库方式: OAI收割
来源:上海有机化学研究所
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