Synthesis of a redox active analogue of adenine

R. S. Glass, N. Y.T. Stessman

Research output: Contribution to journalArticle

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Abstract

An analogue of adenine 3, in which the aminopyrimidine moiety is annulated to a cyclopentadienyl ring of ferrocene, was synthesized from ferrocenecarboxaldehyde. The key intermediate in this synthesis was 2-aminoferrocenenitrile, which was prepared regio- and stereoselectively. An X-ray crystallographic structure study of 6, a derivative of 3 obtained by acetylation, confirmed the structure of the product. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)9581-9584
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number49
DOIs
StatePublished - Dec 2 2000

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Keywords

  • Ferrocenes
  • Nucleic acid analogues
  • Pyrimidine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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