Synthesis of a redox active analogue of adenine

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

doi:10.1016/S0040-4039(00)01703-2

Synthesis of a redox active analogue of adenine

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

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

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 language	English (US)
Pages (from-to)	9581-9584
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	49
DOIs	https://doi.org/10.1016/S0040-4039(00)01703-2
State	Published - Dec 2 2000

Keywords

Ferrocenes
Nucleic acid analogues
Pyrimidine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)01703-2

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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.",

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T1 - Synthesis of a redox active analogue of adenine

AU - Glass, R. S.

AU - Stessman, N. Y.T.

PY - 2000/12/2

Y1 - 2000/12/2

N2 - 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.

AB - 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.

KW - Ferrocenes

KW - Nucleic acid analogues

KW - Pyrimidine

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U2 - 10.1016/S0040-4039(00)01703-2

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EP - 9584

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Synthesis of a redox active analogue of adenine

Abstract

Keywords

ASJC Scopus subject areas

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CCDC 158126: Experimental Crystal Structure Determination

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Synthesis of a redox active analogue of adenine

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 158126: Experimental Crystal Structure Determination

Cite this