Bromination of 2,2′-anhydrouridine

M. Merész, Gy Horváth, P. Sohár, J. Kuszmann

Research output: Article

7 Citations (Scopus)

Abstract

When 2,2′-anhydrouridine (1) is treated with aqueous Br2, cleavage of the pyrimidine ring occurs and the 2-amino-oxazoline (2) as well as its corresponding 2-oxo-analogue (3) is formed, the structure of which was proved by investigating their acetylated derivatives, (4 and 5). Bromination of 1 in the absence of water yields the 2′,5-dibromo-uridine (6) which can be converted into the corresponding 2,2′-anhydro-derivative (7). Structures were proved by MS, NMR and IR.

Original languageEnglish
Pages (from-to)1873-1877
Number of pages5
JournalTetrahedron
Volume31
Issue number16
DOIs
Publication statusPublished - 1975

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Merész, M., Horváth, G., Sohár, P., & Kuszmann, J. (1975). Bromination of 2,2′-anhydrouridine. Tetrahedron, 31(16), 1873-1877. https://doi.org/10.1016/0040-4020(75)87044-X