Chiral sulfoxide compounds are key intermediates in the synthesis of many drugs, such as the proton pump inhibitor esomeprazole, the platelet adhesion inhibitor OPC-29030, the potassium channel activator Aprikalim, etc., and are widely used in drug synthesis. application. At the same time, chiral sulfoxide is also an important chiral catalyst and ligand, and is widely used in the asymmetric synthesis of a variety of chiral amines, chiral amino acids and other compounds. Therefore, the efficient and highly selective synthesis of chiral sulfoxides has always attracted the attention of scholars at home and abroad. The team of Professor Yang Jiawei of Zunyi Medical University used highly selective biological enzymes to prepare a series of single-configuration chiral sulfoxide compounds with high optical purity [1]. The products have high optical purity (ee value greater than 99%) and can be used as hand Chiral intermediates, scientific research experiment raw materials, standards, etc. are used in scientific research experiments, chiral sulfoxide drug preparation and other fields.
Figure 1 Preparation of chiral sulfoxides by kinetic resolution method
J&K Scientific exclusively supplies high optical purity chiral sulfoxide, the scientific research result of Professor Yang Jiawei's team. The product advantages are as follows:
High optical purity: the ee value of the product identified by chiral liquid chromatography is greater than 99%;
There are many types of products, high quality and low price: nearly 30 kinds of aromatic, alkyl and heterocyclic chiral sulfoxides can be provided;
The synthesis process is green and environmentally friendly: the high selectivity of biological enzymes and the aqueous environment at normal temperature and pressure are used to achieve efficient preparation.
Chiral sulfoxide
| Product name | CAS | Item number |
|---|---|---|
| (R)-1-Bromo-2-(methylsulfinyl)benzene, 98% | 126218-83-5 | 9372591 |
| (R)-1-Bromo-3-(methylsulfinyl)benzene, 98% | 188539-86-8 | 9372590 |
| (R)-1-Bromo-4-(methylsulfinyl)benzene, 98% | 28227-62-5 | 9334737 |
| (R)-1-Chloro-2-(methylsulfinyl)benzene, 98% | 139696-88-1 | 9372589 |
| (R)-1-Chloro-3-(methylsulfinyl)benzene, 98% | 170662-61-0 | 9372588 |
| (R)-1-Chloro-4-(methylsulfinyl)benzene, 98% | 28227-63-6 | 9372587 |
| (R)-(Ethylsulfinyl)benzene, 98% | 51207-25-1 | 9372594 |
| (R)-1-Fluoro-2-(methylsulfinyl)benzene, 98% | 130922-30-4 | 9372624 |
| (r)-1-Fluoro-3-(methylsulfinyl)benzene, 98% | 130922-43-9 | 9372623 |
| (R)-1-Fluoro-4-(methylsulfinyl)benzene, 98% | 139696-90-5 | 9372622 |
| (R)-2-(Methylsulfinyl)phenol, 98% | 172510-45-1 | 9372592 |
| (R)-2-(Methylsulfinyl)pyridine, 98% | 93183-62-1 | 9372596 |
| (R)-4-(Methylsulfinyl)benzaldehyde, 98% | 2351128-77-1 | 9372593 |
| (R)-Methyl Phenyl Sulfoxide, 98% | 4850-71-9 | 9372586 |
| (R)-Methyl p-tolyl sulfoxide, 98% | 1519-39-7 | 329517 |
| (R)-Methyl((methylsulfinyl)methyl)sulfane, 98% | 95833-70-8 | 9372599 |
| (R)-((Methylsulfinyl)methyl)benzene, 98% | 2843-91-6 | 9372595 |
| (R)-(Methylsulfinyl)cyclohexane, 98% | 93183-66-5 | 9372597 |
| (R)-1-(Methylsulfinyl)butane, 98% | 51795-48-3 | 9372601 |
| (R)-1-(Methylsulfinyl)dodecane, 98% | 714274-15-4 | 9372603 |
| (R)-1-(Methylsulfinyl)heptane, 98% | 114920-84-2 | 9372602 |
| (R)-1-(Methylsulfinyl)propane, 98% | 37177-70-1 | 9372598 |
| (S)-Methyl p-tolyl sulfoxide, 98% | 5056-07-5 | 444184 |
| (S)-Methyl((methylsulfinyl)methyl)sulfane, 98% | 95833-69-5 | 9372600 |
Racemic sulfoxide
| 品名 | CAS | 货号 |
|---|---|---|
| 1-Bromo-2-(methylsulfinyl)benzene, 98% | 7321-58-6 | 1424793 |
| 1-Bromo-3-(methylsulfinyl)benzene, 98% | 29959-92-0 | 9243273 |
| 1-Bromo-4-(methylsulfinyl)benzene, 98% | 934-71-4 | 622677 |
| 1-Chloro-2-(methylsulfinyl)benzene, 98% | 7321-57-5 | 9362229 |
| 1-Chloro-3-(methylsulfinyl)benzene, 98% | 13150-73-7 | 9105529 |
| 1-Fluoro-2-(methylsulfinyl)benzene, 98% | 61122-88-1 | 9372621 |
| 1-Fluoro-3-(methylsulfinyl)benzene, 98% | 658-00-4 | 9372620 |
| 4-(Methylsulfinyl)benzaldehyde, 98% | 37794-15-3 | 2008813 |
Yang Jiawei, member of the Communist Party of China, Ph.D., doctoral supervisor. Mainly engaged in research in the field of "biological enzyme catalysis and modification", including screening highly active biological enzymes from gene libraries and natural resources, and using directed evolution technology to modify biological enzymes to improve the enzyme's new catalytic energy, and ultimately apply it to hand Biocatalytic synthesis of sexual drugs; at the same time, through directed evolution, the relationship between the structure and function of enzymes is studied, and the catalytic mechanism of related enzymatic reactions is improved. In recent years, he has presided over 7 scientific research projects at all levels and published more than 20 high-level scientific research papers. Responsible for teaching multiple courses such as "Biochemistry" for undergraduate students and "Molecular Biology" for graduate students.
References
1. Yuyan Zhao, Xu Jiang, Shihuan Zhou, Jin Tian, Piao Yang, Yanli Chen, Quan Zhang, Xianlin Xu, Yongzheng Chen andJiawei Yang*, Kinetic resolution of sulfoxides with high enantioselectivity using a new homologue of methionine sulfoxide reductase B. Organic & Biomolecular Chemistry. 2023, 21, 3417–3422
2. Tao Peng, Jin Tian, Yuyan Zhao, Xu Jiang, Xiaoling Cheng, Guozhong Deng, Quan Zhang, Zhongqiang Wang,Jiawei Yang*, Yongzheng Chen*. Multienzyme Redox System with Cofactor Regeneration for Cyclic Deracemization of Sulfoxides. Angewandte Chemie International Edition, 2022, 61, e202209272
3. Tao Peng, Xiaoling Cheng, Yongzheng Chen,Jiawei Yang*. Sulfoxide Reductases and Application in Biocatalytic Preparation of Chiral Sulfoxides: A Mini-Review. Frontiers in Chemistry, 2021, 9:714899
向阳 翟
