Synthesis and chiroptical properties of 5α-cholest-2-eno[2,3- ]pyrazine derivatives

G. Hajós, Günther Snatzke

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Abstract

The steroidal pyrazine 5 has been synthesized from 5α-cholestane-2,3-dione, and its cd has been compared with that of octahydronaphtopyrazine 7 with C2-symmetry. The n→x* - Cotton effects of the parent compound have the same signs and magnitudes as for the homochirally analogous steroid, whereas the k→x* - Cotton effects differ. On the other hand, pyrazines containing substituents nonsymmetrically attached to the chromophore show very similar Cotton effects. Assignment of transitions for the 2,3-dihydropyrazine chromophore could be made by comparison of the cd and uv spectra.

Original languageEnglish
Pages (from-to)783-789
Number of pages7
JournalHeterocycles
Volume28
Issue number2
Publication statusPublished - Jan 1 1989

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Pyrazines
Cotton
Cholestanes
Chromophores
Derivatives
Steroids

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis and chiroptical properties of 5α-cholest-2-eno[2,3- ]pyrazine derivatives. / Hajós, G.; Snatzke, Günther.

In: Heterocycles, Vol. 28, No. 2, 01.01.1989, p. 783-789.

Research output: Contribution to journalArticle

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