Synthesis of the Isodityrosine Moiety of Seongsanamide A-D and Its Derivatives
文献类型：期刊论文
| 作者 | Xu, Zhou2; Xie, Yang1; Hu, Pei2; Tian, Xiao-Ting2; Lu, Yi-Hong2; Jiang, Hao-Dong2; Huang, Cheng-Gang2 ; Shang, Zhi-Cai1
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| 刊名 | MARINE DRUGS
 |
| 出版日期 | 2023-07-01 |
| 卷号 | 21期号:7页码:14 |
| 关键词 | C(sp(3))-H functionalization palladium arylation isodityrosine diaryl ether |
| DOI | 10.3390/md21070373 |
| 通讯作者 | Huang, Cheng-Gang(cghuang3208@126.com) ; Shang, Zhi-Cai(shangzc@zju.edu.cn) |
| 英文摘要 | The concise and highly convergent synthesis of the isodityrosine unit of seongsanamide A-D and its derivatives bearing a diaryl ether moiety is described. In this work, the synthetic strategy features palladium-catalyzed C(sp(3))-H functionalization and a Cu/ligand-catalyzed coupling reaction. We report a practical protocol for the palladium-catalyzed mono-arylation of & beta;-methyl C(sp(3))-H of an alanine derivative bearing a 2-thiomethylaniline auxiliary. The reaction is compatible with a variety of functional groups, providing practical access to numerous & beta;-aryl-& alpha;-amino acids; these acids can be converted into various tyrosine and dihydroxyphenylalanine (DOPA) derivatives. Then, a CuI/N,N-dimethylglycine-catalyzed arylation of the already synthesized DOPA derivatives with aryl iodides is described for the synthesis of isodityrosine derivatives. |
| WOS关键词 | ULLMANN COUPLING REACTION ; DIARYL ETHER FORMATION ; C-H FUNCTIONALIZATION ; RA-VII ; C(SP(3))-H ; (S,S)-ISODITYROSINE ; DEOXYBOUVARDIN ; PHENOLS ; MILD |
| WOS研究方向 | Pharmacology & Pharmacy |
| 语种 | 英语 |
| 出版者 | MDPI |
| WOS记录号 | WOS:001035863300001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/306740]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Huang, Cheng-Gang; Shang, Zhi-Cai |
| 作者单位 | 1.Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Xu, Zhou,Xie, Yang,Hu, Pei,et al. Synthesis of the Isodityrosine Moiety of Seongsanamide A-D and Its Derivatives[J]. MARINE DRUGS,2023,21(7):14. |
| APA | Xu, Zhou.,Xie, Yang.,Hu, Pei.,Tian, Xiao-Ting.,Lu, Yi-Hong.,...&Shang, Zhi-Cai.(2023).Synthesis of the Isodityrosine Moiety of Seongsanamide A-D and Its Derivatives.MARINE DRUGS,21(7),14. |
| MLA | Xu, Zhou,et al."Synthesis of the Isodityrosine Moiety of Seongsanamide A-D and Its Derivatives".MARINE DRUGS 21.7(2023):14. |
入库方式： OAI收割
来源：上海药物研究所
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