Citation: Qiu Bin, Xia Chungu, Sun Wei. Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib[J]. Chinese Chemical Letters, ;2019, 30(3): 698-701. doi: 10.1016/j.cclet.2018.10.023 shu

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

Qiu Bin ^a,b ,
Xia Chungu ^a ,
Sun Wei ^a,*,

a.
Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China

wsun@licp.cas.cn

Received Date: 29 September 2018
Revised Date: 15 October 2018
Accepted Date: 22 October 2018
Available Online: 25 March 2018

Figures(6)

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 H₂O₂ as oxidant in the presence of carboxylic acid (e.g., acetic acid).
- Catalytic epoxidation,
- Bioinspired manganese complexes,
- Hydrogen peroxide,
- Epoxyketone,
- Carfilzomib
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