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

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英文篇名：Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib 作者：Bin ; Qiu ; Chungu ; Xia ; Wei ; Sun 英文作者：Bin Qiu;Chungu Xia;Wei Sun;Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences;University of Chinese Academy of Sciences; 英文关键词：Catalytic epoxidation;;Bioinspired manganese complexes;;Hydrogen peroxide;;Epoxyketone;;Carfilzomib 中文刊名：FXKB 英文刊名：中国化学快报(英文版) 机构：Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences;University of Chinese Academy of Sciences; 出版日期：2019-03-15 出版单位：Chinese Chemical Letters 年：2019 期：v.30 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) 语种：英文; 页：FXKB201903037 页数：4 CN：03 ISSN：11-2710/O6 分类号：186-189

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).

引文

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