Practical and Highly Efficient Synthesis of Remdesivir from GS-441524
文献类型：期刊论文
| 作者 | Hu, Tianwen5,6; Zhu, Fuqiang4; Xiang, Li2,3; Shen, Jingshan3,5 ; Xie, Yuanchao1; Aisa, Haji A.5,6
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| 刊名 | ACS OMEGA
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| 出版日期 | 2022-07-27 |
| 页码 | 7 |
| ISSN号 | 2470-1343 |
| DOI | 10.1021/acsomega.2c02835 |
| 通讯作者 | Xie, Yuanchao(xieyuanchao@lglab.ac.cn) ; Aisa, Haji A.(haji@ms.xjb.ac.cn) |
| 英文摘要 | A three-step sequence for preparing remdesivir, an important anti-SARS-CoV-2 drug, is described. Employing N,N-dimethylformamide dimethyl acetal (DMF-DMA) as a protecting agent, this synthesis started from (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-furan-2-carbonitrile (GS-441524) and consisted of three reactions, including protection, phosphoramidation, and deprotection. The advantages of this approach are as follows: (1) the protecting group could be removed under a mild deprotection condition, which avoided the generation of the degraded impurity; (2) high stereoselectivity was achieved in the phosphorylated reaction; (3) this synthesis could be performed successively without purification of intermediates. Moreover, the overall yield of this approach on a gram scale could be up to 85% with an excellent purity of 99.4% analyzed by high-performance liquid chromatography (HPLC). |
| 资助项目 | Shanghai Science and Technology Committee in China[21S11903100] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | AMER CHEMICAL SOC |
| WOS记录号 | WOS:000834280300001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/301908]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Xie, Yuanchao; Aisa, Haji A. |
| 作者单位 | 1.Lingang Lab, Shanghai 200031, Peoples R China 2.Nanjing Univ Chinese Med, Nanjing 210023, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 4.Topharman Shanghai Co Ltd, Shanghai 201203, Peoples R China 5.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 6.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, State Key Lab Basis Xinjiang Indigenous Med Plants, Urumqi 830011, Peoples R China |
| 推荐引用方式 GB/T 7714 | Hu, Tianwen,Zhu, Fuqiang,Xiang, Li,et al. Practical and Highly Efficient Synthesis of Remdesivir from GS-441524[J]. ACS OMEGA,2022:7. |
| APA | Hu, Tianwen,Zhu, Fuqiang,Xiang, Li,Shen, Jingshan,Xie, Yuanchao,&Aisa, Haji A..(2022).Practical and Highly Efficient Synthesis of Remdesivir from GS-441524.ACS OMEGA,7. |
| MLA | Hu, Tianwen,et al."Practical and Highly Efficient Synthesis of Remdesivir from GS-441524".ACS OMEGA (2022):7. |
入库方式： OAI收割
来源：上海药物研究所
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