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Conditions | Yield |
---|---|
With chromium(VI) oxide In water; acetic acid for 1.5h; | 90% |
With chromium(VI) oxide; acetic acid In water at 20℃; for 1.5h; | 90% |
With chromium(VI) oxide; acetic acid |
(8S,9S,10R,11S,13S,14S,17S)-17-Acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
11-Ketoprogesterone
Conditions | Yield |
---|---|
for 35h; incubation with Rhizopus stolonifer ATCC 6227b; | 85% |
With chromium(VI) oxide; acetic acid |
Conditions | Yield |
---|---|
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature; | A 84% B 10% |
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature; | A 84% B 10% |
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature; | A 27% B 46% |
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature; | A 27% B 46% |
21-Methoxypregn-4-ene-3,11,20-trione
A
11-Ketoprogesterone
B
11-dehydrocorticosterone
Conditions | Yield |
---|---|
With methanol; trimethylsilyl iodide In acetonitrile for 10h; Ambient temperature; | A 72% B 4% |
21-(Trityloxy)pregn-4-ene-3,11,20-trione
A
11-Ketoprogesterone
B
11-dehydrocorticosterone
Conditions | Yield |
---|---|
With methanol; trimethylsilyl iodide In acetonitrile for 2.5h; Ambient temperature; | A 55% B 7% |
Conditions | Yield |
---|---|
for 36h; incubation with Rhizopus stolonifer ATCC 6227b; | 33% |
Conditions | Yield |
---|---|
ueber 2α-Brom-5α-pregnan-3,11,20-trion; |
11-Ketoprogesterone
Conditions | Yield |
---|---|
ueber 3β-Acetoxy-5-hydroxy-5α-pregnan-11,20-dion; |
11-Ketoprogesterone
Conditions | Yield |
---|---|
With pyridine |
11-Ketoprogesterone
Conditions | Yield |
---|---|
Hydrolysis; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / tri-n-butyltin hydride, azoisobutironitrile / tetrahydrofuran / 5 h / Ambient temperature 2: 33 percent / 36 h / incubation with Rhizopus stolonifer ATCC 6227b View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 16 percent / pyridine / 216 h / Ambient temperature 2: 55 percent / Me3SiI, MeOH / acetonitrile / 2.5 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: 77 percent / Ag2O / 12 h / Heating 2: 72 percent / Me3SiI, MeOH / acetonitrile / 10 h / Ambient temperature View Scheme |
21-(Trityloxy)pregn-4-ene-3,11,20-trione
11-Ketoprogesterone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 7 percent / Me3SiI, MeOH / acetonitrile / 2.5 h / Ambient temperature 2: 77 percent / Ag2O / 12 h / Heating 3: 72 percent / Me3SiI, MeOH / acetonitrile / 10 h / Ambient temperature View Scheme |
11-Ketoprogesterone
acetic anhydride
(8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-11-oxo-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate
Conditions | Yield |
---|---|
With perchloric acid In ethyl acetate at 20℃; for 0.333333h; | 89% |
With perchloric acid In ethyl acetate for 0.333333h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
With ammonia; lithium In tert-butyl alcohol at -78℃; for 2h; | 78% |
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436; | 40% |
With hydrogen; palladium on activated charcoal | |
With jones reagent; ammonia; lithium 1.) THF, 2.) acetone, 5 min; Yield given. Multistep reaction; |
11-Ketoprogesterone
acetic anhydride
ethylene glycol
(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-(2-methyl-1,3-dioxolan-2-yl)-11-oxo-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate
Conditions | Yield |
---|---|
Stage #1: 11-Ketoprogesterone; acetic anhydride With formic acid In ethyl acetate for 0.116667h; Stage #2: With pyridine In methanol Stage #3: ethylene glycol With toluene-4-sulfonic acid In benzene for 2h; Reflux; | 66% |
11-Ketoprogesterone
Conditions | Yield |
---|---|
Stage #1: 11-Ketoprogesterone With sodium carbonate In water; tert-butyl alcohol Reflux; Stage #2: With potassium permanganate; sodium periodate In water; tert-butyl alcohol for 3h; Reflux; | 56% |
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 0.75h; | 16% |
Conditions | Yield |
---|---|
With diphenyl diselenide; iodosylbenzene In benzene for 12h; Heating; | 51% |
With tert-butyldimethylsilyl chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane at 0 - 40℃; for 20h; | 45% |
With septomyxa affinin |
11-Ketoprogesterone
A
Pregn-1,4-diene-3,11,20-trione
C
17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid
Conditions | Yield |
---|---|
With iodoxybenzene; benzeneseleninic anhydride In benzene for 12h; Heating; | A 51% B n/a C n/a |
11-Ketoprogesterone
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran; ethanol; water at 0℃; | 35% |
pyrrolidine
11-Ketoprogesterone
3-pyrrolidino-pregna-3,5-diene-11,20-dione
Conditions | Yield |
---|---|
With benzene |
Conditions | Yield |
---|---|
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