Efficient synthesis of 2-deoxy-l-erythro-pentose (2-deoxy-l-ribose) from l-arabinose
| Autor: | Chung K. Chu, Youhoon Chong |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
chemistry.chemical_classification
Arabinose Deoxyribose Stereochemistry Organic Chemistry Molecular Conformation Diastereomer Pentose Nucleosides Stereoisomerism Tributyltin hydride General Medicine Biochemistry Dowd–Beckwith ring-expansion reaction Analytical Chemistry chemistry.chemical_compound chemistry Ribose Organic chemistry Deoxygenation |
| Zdroj: | Carbohydrate Research. 337:397-402 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/s0008-6215(01)00329-9 |
| Popis: | An efficient and practical route for the large-scale synthesis of 2-deoxy-L-erythro-pentose (2-deoxy-L-ribose) starting from L-arabinose was developed using Barton-type free-radical deoxygenation reaction as a key step. The radical precursor, a phenoxythiocarbonyl ester, was prepared in situ, and the most efficient deoxygenation was achieved by slow addition of tributyltin hydride to the reaction mixture. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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