Bromination of 2,2′-anhydrouridine

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

Research output: Contribution to journalArticle

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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Uridine
Halogenation
Derivatives
Water
Nuclear magnetic resonance
pyrimidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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

Bromination of 2,2′-anhydrouridine. / Merész, M.; Horváth, Gy; Sohár, P.; Kuszmann, J.

In: Tetrahedron, Vol. 31, No. 16, 1975, p. 1873-1877.

Research output: Contribution to journalArticle

Merész, M, Horváth, G, Sohár, P & Kuszmann, J 1975, 'Bromination of 2,2′-anhydrouridine', Tetrahedron, vol. 31, no. 16, pp. 1873-1877. https://doi.org/10.1016/0040-4020(75)87044-X
Merész, M. ; Horváth, Gy ; Sohár, P. ; Kuszmann, J. / Bromination of 2,2′-anhydrouridine. In: Tetrahedron. 1975 ; Vol. 31, No. 16. pp. 1873-1877.
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