Practical synthesis of a Cathepsin S inhibitor: route identification, purification strategies, and serendipitous discovery of a crystalline salt form
| Autor: | Liang Jimmy T, Matthew J. Peterson, Cheung Eugene Y, Raymond Rynberg, Neelakandha S. Mani, Xiaohu Deng |
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| Rok vydání: | 2010 |
| Předmět: |
chemistry.chemical_classification
Models Molecular Magnetic Resonance Spectroscopy biology Molecular Structure Chemistry Organic Chemistry Salt (chemistry) Crude drug Crystallography X-Ray Chemical synthesis Cathepsins Oxalate chemistry.chemical_compound Enzyme Enzyme inhibitor Drug Design biology.protein Organic chemistry Protease Inhibitors Oxidation-Reduction Oxalate salt Cathepsin S |
| Zdroj: | The Journal of organic chemistry. 75(6) |
| ISSN: | 1520-6904 |
| Popis: | A “redox economical” strategy resulted in a concise, modular synthesis of compound 1, a potent Cathepsin S inhibitor. Starting from three building blocks, crude drug substance was prepared in a two-step sequence in high yield. Efficient purification of the crude drug substance was accomplished via the formation of an unusual monoethyl oxalate salt. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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