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Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib

Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib
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摘要 We report herein an efficient catalytic epoxidation reaction for the synthesis of epoxyketone(tert-butyl((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate), which is an important synthetic intermediate of carfilzomib. A series of bioinspired manganese complexes bearing N4 ligands are carefully investigated in the epoxidation of enone precursor with H_2O_2 as oxidant in the presence of carboxylic acid(e.g., acetic acid). We report herein an efficient catalytic epoxidation reaction for the synthesis of epoxyketone(tert-butyl((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate), which is an important synthetic intermediate of carfilzomib. A series of bioinspired manganese complexes bearing N4 ligands are carefully investigated in the epoxidation of enone precursor with H_2O_2 as oxidant in the presence of carboxylic acid(e.g., acetic acid).
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第3期698-701,共4页 中国化学快报(英文版)
基金 financial support of this work from the National Natural Science Foundation of China (No. 21473226) Key Research Program of Frontier Sciences, CAS(No. QYZDJ-SSWSLH051) Natural Science Foundation of Jiangsu Province (Nos. BK20161261 and BK20170420)
关键词 Catalytic EPOXIDATION BIOINSPIRED MANGANESE COMPLEXES Hydrogen PEROXIDE Epoxyketone Carfilzomib Catalytic epoxidation Bioinspired manganese complexes Hydrogen peroxide Epoxyketone Carfilzomib
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