Reaction of Hydrogen Halides on 2,3'-Anhydro-1-(β-D-xylofuranosyl) uracil
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概要
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2,3'-Anhydro-1-(β-D-xylofuranosyl) uracil (IV) was allowed to react with sodium iodide in the presence of acetic acid. The major product isolated was proved to be 1-(5'-iodo-5'-deoxy-β-D-xylofuranosyl) uracil (V) whose structure was unambiguously established. The reaction of other halide ions on the anhydronucleoside (IV) furnished the same type of compounds, 1-(5'-chloro-5'-deoxy-β-D-xylofuranosyl) uracil (XVI) and 1-(5'-bromo-5'-deoxy-β-D-xylofuranosyl) uracil (XVII). By treatment of the compound (V) with silver acetate, 2,3'-anhydro compound (IV) was recovered, and it was supposed that 2,5'-anhydro-1-(β-D-xylofuranosyl) uracil (XII) initially produced was rearranged to the 2,3'-anhydro compound (IV) by a nucleophilic attack of 3'-up hydroxyl function of XII at C_2 carbon of the uracil moiety.
- 公益社団法人日本薬学会の論文
- 1969-04-25
著者
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菊川 清見
Tokyo College of Pharmacy
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浮田 忠之進
Faculty of Pharmaceutical Sciences, University of Tokyo
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菊川 清見
Faculty of Pharmaceutical Sciences, University of Tokyo
-
浮田 忠之進
Faculty Of Pharmaceutical Sciences The University Of Tokyo
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