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D-Ribose-1-C 14  and D-arabinose-1-C 14  have been synthesized by a modified Sowden–Fischer procedure in which the mixed sodium nitropentitols resulting from the condensation of erythrose and C 14 H 3 NO 2  have been submitted to a Nef reaction. The epimeric labelled pentoses were isolated by cellulose column chromatography in an over-all radiochemical yield of 19%.Mixed nitropentitols-1-C 14  have been acetylated, partially deacetylated with sodium bicarbonate in a non-polar solvent, and hydrogenated to yield triacetoxy-1-nitropentane-1-C 14 . The mixture of this material and the accompanying undeacetylated nitropentitols gave rise, via a Nef reaction, to D-2-deoxyribose-1-C 14  (6.3%), D-ribose-1-C 14  (3.1%), and D-arabinose-1-C 14  (2.9%).

THE PREPARATION OF D-RIBOSE-1-C14, D-ARABINOSE-1-C14, AND D-2-DEOXYRIBOSE-1-C14

THE PREPARATION OF D-RIBOSE-1-C¹⁴, D-ARABINOSE-1-C¹⁴, AND D-2-DEOXYRIBOSE-1-C¹⁴