| Semipreparative Enantiomer Separation of Propranolol Hydrochloride by High-Performance Liquid Chromatography Using Cellulose tris(3,5-Dimethylphenylcarbamate) Chiral Stationary Phase | |
| Department | 甘肃省天然药物重点实验室 |
Chen LM(陈丽梅); Ma HQ(马华侨); Liu X(刘霞) ; Jiang SX(蒋生祥)
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| 2008 | |
| Source Publication | Journal of Chromatographic Science
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| ISSN | 0021-9665 |
| Volume | 46Issue:9Pages:767-771 |
| Abstract | In this paper, we describe the direct semipreparative resolution of racemic (rac)-propranolol hydrochloride by high-performance liquid chromatography using cellulose tris(3,5-dimethylphenylcarbamate) as chiral stationary phase and mobile phase systems containing petroleum ether and 2-propanol with the use of basic additives. At analytical scale, the retention factor of both enantiomers is less than 5 with the separation factor 1.95 and the resolution 2.4. Then, the analytical method is scaled up to semipreparative loading to obtain small amounts of both propranolol hydrochloride enantiomers. Petroleum ether, rather than n-hexane, is used to effectively reduce the production cost of (R)- and (S)-propranolol. To increase the throughput, overlapping injections are used, allowing an injection to be made every 6.5 min instead of every 12 min. At semipreparative scale, approximately 19 mg/h enantiomers are isolated. The first fraction [(R)-(+)-propranolol hydrochloride] is isolated with a purity of > 99.6%(e.e.) and > 97.0% yield, and the second [(S)-(–)-propranolol hydrochloride] is isolated with a purity of > 99.3% (e.e.) and > 95.0% yield. In addition, optical rotations of both propranolol hydrochloride enantiomers isolated are investigated. |
| Subject Area | 分析化学与药物化学 |
| Funding Organization | the National Natural Science Foundation of China (NSFC, NO. 20475058 and NO. 20527005). |
| Indexed By | SCI |
| Language | 英语 |
| Funding Project | 药物分离材料研究组 |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/1389 |
| Collection | 中科院西北特色植物资源化学重点实验室/甘肃省天然药物重点实验室 |
| Corresponding Author | Liu X(刘霞) |
| Recommended Citation GB/T 7714 | Chen LM,Ma HQ,Liu X,et al. Semipreparative Enantiomer Separation of Propranolol Hydrochloride by High-Performance Liquid Chromatography Using Cellulose tris(3,5-Dimethylphenylcarbamate) Chiral Stationary Phase[J]. Journal of Chromatographic Science,2008,46(9):767-771. |
| APA | 陈丽梅,马华侨,刘霞,&蒋生祥.(2008).Semipreparative Enantiomer Separation of Propranolol Hydrochloride by High-Performance Liquid Chromatography Using Cellulose tris(3,5-Dimethylphenylcarbamate) Chiral Stationary Phase.Journal of Chromatographic Science,46(9),767-771. |
| MLA | 陈丽梅,et al."Semipreparative Enantiomer Separation of Propranolol Hydrochloride by High-Performance Liquid Chromatography Using Cellulose tris(3,5-Dimethylphenylcarbamate) Chiral Stationary Phase".Journal of Chromatographic Science 46.9(2008):767-771. |
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