Efficient synthesis of 2-deoxy-L-erythro-pentose (2-deoxy-L-ribose) from L-arabinose.
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.
Chong
Youhoon
Y
Department of Pharmaceutical and Biomedical Sciences, Center for Drug Discovery, College of Pharmacy, The University of Georgia, Athens, GA 30602, USA.
Chu
Chung K
CK
D001089:Arabinose / Q000737:chemistry*; D003855:Deoxyribose / Q000138:chemical synthesis*; D008968:Molecular Conformation; D009705:Nucleosides / Q000737:chemistry; D013237:Stereoisomerism
D009705:Nucleosides; D003855:Deoxyribose; D001089:Arabinose