Synthesis of a redox active analogue of adenine

Richard S Glass, N. Y T Stessman

Research output: Contribution to journalArticle

10 Citations (Scopus)

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
StatePublished - Dec 2 2000

Fingerprint

Acetylation
Adenine
Oxidation-Reduction
X-Rays
Derivatives
X rays
ferrocene
ferrocenecarboxaldehyde
2-aminopyrimidine

Keywords

  • Ferrocenes
  • Nucleic acid analogues
  • Pyrimidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Glass, R. S., & Stessman, N. Y. T. (2000). Synthesis of a redox active analogue of adenine. Tetrahedron Letters, 41(49), 9581-9584.

Synthesis of a redox active analogue of adenine. / Glass, Richard S; Stessman, N. Y T.

In: Tetrahedron Letters, Vol. 41, No. 49, 02.12.2000, p. 9581-9584.

Research output: Contribution to journalArticle

Glass, RS & Stessman, NYT 2000, 'Synthesis of a redox active analogue of adenine', Tetrahedron Letters, vol. 41, no. 49, pp. 9581-9584.
Glass, Richard S ; Stessman, N. Y T. / Synthesis of a redox active analogue of adenine. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 49. pp. 9581-9584.
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