1997
DOI: 10.1002/chin.199743201
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ChemInform Abstract: Stereoselective 7α‐Hydroxylation of 3β‐Acetoxy‐δ5‐ steroids by Fe(PA)3/H2O2/MeCN.

Abstract: Stereoselective 7α-Hydroxylation of 3β-Acetoxy-δ5-steroids by Fe(PA)3/H2O2/MeCN.-The ferric picolinate-hydrogen peroxideacetonitrile system is reported to be a convenient oxidant for the stereoselective 7α-hydroxylation of several steroids (I). The reaction gives the 7α-hydroxy steroids in moderate yield together with 7-oxo (IV) and epoxysteroids (V) and (VI) the 7β-hydroxy isomers being obtained in traces only. This oxidizing system represents a useful model for the cytochrome P-450 oxidation.-(KOTANI, E.; TA… Show more

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“…1). The known compounds were identified as (−)-odyendene (2) , tirucalla-7,24-dien-3-one (9) [11], 3-oxooleanolic acid (10) [12], oleanolic acid (11) [12], 2-hydroxyoleanolic acid (12) [13], stigmasterone [14], β-sitosterone [14], stigmasterol [14], β-sitosterol [14], stigmasterol-3-O-β-D-glucopyranoside [15], and β-sitosterol-3-O-β-D-glucopyranoside [15] 488.2410). The UV spectrum showed an absorption maxima at 230 nm due to an α,β-unsaturated carbonyl chromophore [16].…”
Section: Resultsmentioning
confidence: 99%
“…1). The known compounds were identified as (−)-odyendene (2) , tirucalla-7,24-dien-3-one (9) [11], 3-oxooleanolic acid (10) [12], oleanolic acid (11) [12], 2-hydroxyoleanolic acid (12) [13], stigmasterone [14], β-sitosterone [14], stigmasterol [14], β-sitosterol [14], stigmasterol-3-O-β-D-glucopyranoside [15], and β-sitosterol-3-O-β-D-glucopyranoside [15] 488.2410). The UV spectrum showed an absorption maxima at 230 nm due to an α,β-unsaturated carbonyl chromophore [16].…”
Section: Resultsmentioning
confidence: 99%