The oxidation of ergosterol in methylcyclohexane with aqueous permanganate affords 3β,5α,6α-trihydroxyergosta-7,22-diene, 7α,8α-epoxy-5α-ergost-22-ene-3β,5,6α-triol (major component), 3β,5α,6α,7α-tetrahydroxyergosta-8(14),22-diene, and 3β,5α,6α,7α-tetrahydroxyergosta-8(9),22-diene. The product obtained by M. Fieser et al. and identified as 3β,5α,6α-trihydroxyergosta-7,14,22-triene has been demonstrated to be constituted mainly of 3β,5α,6α-trihydroxyergosta-7,9(11),22-triene and 3β,5α,6α-trihydroxyergosta-7,22-diene, with 3β,5α,6α-trihydroxyergosta-7,14,22-triene as a minor component. The trienic compounds were formed during the isolation procedure used by the authors

Permanganate oxidation of ergosterol / M. Anastasia, A. Fiecchi, A. Scala. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 44:21(1979), pp. 3657-3661.

Permanganate oxidation of ergosterol

M. Anastasia
Primo
;
1979

Abstract

The oxidation of ergosterol in methylcyclohexane with aqueous permanganate affords 3β,5α,6α-trihydroxyergosta-7,22-diene, 7α,8α-epoxy-5α-ergost-22-ene-3β,5,6α-triol (major component), 3β,5α,6α,7α-tetrahydroxyergosta-8(14),22-diene, and 3β,5α,6α,7α-tetrahydroxyergosta-8(9),22-diene. The product obtained by M. Fieser et al. and identified as 3β,5α,6α-trihydroxyergosta-7,14,22-triene has been demonstrated to be constituted mainly of 3β,5α,6α-trihydroxyergosta-7,9(11),22-triene and 3β,5α,6α-trihydroxyergosta-7,22-diene, with 3β,5α,6α-trihydroxyergosta-7,14,22-triene as a minor component. The trienic compounds were formed during the isolation procedure used by the authors
Settore BIO/10 - Biochimica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/185642
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