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Synthesis of α-l-Fucose-l-14 C (6-Deoxy-l-galactose-l-14 C)
H S Isbell1, H L Frush1, N B Holt1
1Institute for Materials Research, National Bureau of Standards, Washington, D.C. 20234.
Abstract:
α-l-Fucose-l-14 C was synthesized in a radiochemical yield of 30 percent. The synthesis involved degradation of nonradioactive l'fuconic acid to 5-deoxy-l-lyxose and synthesis from this of α-l-fucose-l-l4 C by use of 14C-labeled cyanide in the cyanohydrin reaction. The resulting epimeric, 14C-labeled aldonic acids were separated as either the barium or the sodium salts. Both salts of l-fuconic acid crystallize more readily than the corresponding salts of the epimeric 6-deoxy-l-talonic acid. The preparation of barium l-fuconate by the electrolytic oxidation of l-fucose in the presence of barium carbonate and barium bromide is described.
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