ChemicalBook CAS DataBase List 9,11-Epoxy-16-methylpregna-1,4-dien-17-ol-3,20-dione

9,11-Epoxy-16-methylpregna-1,4-dien-17-ol-3,20-dione synthesis

10synthesis methods

Product Name:9,11-Epoxy-16-methylpregna-1,4-dien-17-ol-3,20-dione
CAS Number:37413-99-3
Molecular formula:C22H28O4
Molecular Weight:356.46

Pregn-9(11)-en-20-one, 16,17-epoxy-3-hydroxy-, (3β,5α,16α)- (9CI)

884488-47-5
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9,11-Epoxy-16-methylpregna-1,4-dien-17-ol-3,20-dione

37413-99-3
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Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: 95 percent / pyridine / 20 °C
2.1: 70 percent / triethyl orthoformate; p-toluenesulfonic acid / CH₂Cl₂ / 20 h / 20 °C
3.1: 72 percent / tetrahydrofuran; diethyl ether / 72 h / 60 °C
4.1: m-iodoxybenzoic acid; diphenyl diselenide / toluene / 22 h / Heating
4.2: 50 percent / p-toluenesulfonic acid / CH₂Cl₂ / 4 h / 20 °C
5.1: perchloric acid; 1,3-dibromo-5,5-dimethylhydantoin / dimethylformamide / 3 h / cooling
5.2: 75.8 percent / sodium hydroxide / CH₂Cl₂; methanol; H₂O / 2 h / cooling

References:

Kongkathip, Ngampong;Kongkathip, Boonsong;Noimai, Naratitt [Synthetic Communications,2006,vol. 36,# 7,p. 865 - 874]

16-Methylpregna-1,4,9(11)-trien-17-ol-3,20-dione

14135-32-1
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37413-99-3
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References

Pregn-9(11)-en-20-one, 3,17-dihydroxy-16-methyl-, cyclic 20-(1,2-ethanediyl acetal), (3β,5α,16β)- (9CI)

884488-49-7
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37413-99-3
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References

Pregn-9(11)-en-20-one, 3-(acetyloxy)-16,17-epoxy-, cyclic 20-(1,2-ethanediyl acetal), (3β,5α,16α)- (9CI)

884488-48-6
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37413-99-3
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References

3beta-hydroxy-5alpha-pregna-9(11),16-dien-20-one 3-acetate

21650-83-9
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37413-99-3
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References