Autor: |
Borah, Preetismita, Begum, Ashma, Hazarika, Saroj, Chowdhury, Pritish |
Zdroj: |
Letters in Organic Chemistry; October 2015, Vol. 12 Issue: 8 p566-573, 8p |
Abstrakt: |
A new D-ring fused steroidal γ-butyrolactone, 3-hydroxy-5,6-dihydro-17-methoxypregnan- 21,16-carbalactone from abundant 20-oxopregnane,5,6-dihydro pregnenolone acetate using the high yield metal mediated C-21 functionalization reaction with MnO2-TMSCl/AcCl-AcOH system as the key step has been described. Furthermore, the application of this reaction paving a way to synthesize 3,21-diacetoxy -16,17-epoxy-pregnan-20-one - a potent precursor towards the synthesis of a series of D-ring fused steroidal γ-butyrolactones has also been illustrated. The work highlights a convenient approach in constructing a D-ring fused steroidal γ-butyrolactone system from abundant 20-oxosteroids which might have general applicability in non-steroidal cyclic system. |
Databáze: |
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