A Novel Oxazolidine Derivative from Xylose and Urea |
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Authors: | L. Benzing-purdie J. H. Nikiforuk |
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Affiliation: | Agriculture Canada Chemistry and Biology Research Institute , Ottawa, Ontario, K1A OC6 |
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Abstract: | Abstract Reaction of equiraolecular amounts of xylose and urea in D2O at 68 °C, monitored by 13C NMR, gave a six carbon xylofuranosyl derivative as the major product. No intermediate in the formation of this monomeric compound was detected. The xylofuranosyl derivative was subsequently isolated and purified from a six week 0.1 molar reaction of xylose and urea in H2O. Its structure, α-d-xylo-furano[1,2-d]oxazolidin-2-one 1, was confirmed by elemental analysis, 1H coupled and decoupled 13C NMR, 1H NMR, IR and DCI-MS. The 1H NMR and GC-MS (El, DCI) of the N-acetyl-di-O-acetyl derivative 2 were in agreement with structure 1. |
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