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CAS No.: | 1035-69-4 |
---|---|
Name: | NSC44826 |
Article Data: | 35 |
Molecular Structure: | |
Formula: | C19H24 O2 |
Molecular Weight: | 284.398 |
Synonyms: | 9(11)-Dehydroandrostenedione;NSC 44826 |
Density: | 1.14g/cm3 |
Melting Point: | 202-204 °C |
Boiling Point: | 448.5°Cat760mmHg |
Flash Point: | 167.2°C |
PSA: | 34.14000 |
LogP: | 4.00750 |
9-alpha-hydroxyandrost-4-ene-3,17-dione
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
In water; benzene | 97.5% |
In water; benzene | 97.5% |
With sulfuric acid; acetic acid In dichloromethane; water Reflux; | 95% |
Anecortave
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
With sodium bismuthate | 87% |
With manganese(IV) oxide In chloroform for 4h; Heating; | 72.6% |
Conditions | Yield |
---|---|
With concentrated aqueous hydrochloric acid; p-TSA; sodium hydrogencarbonate In pyridine; water; benzene | 83.7% |
androst-5,9(11)-dien-3,17-dione-3,17-di-ethylene ketal
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
With acetic acid In water at 110℃; for 0.333333h; | 71% |
With acetic acid Heating; | 70% |
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; orthoformic acid triethyl ester In benzene Heating; | 50% |
With N,N'-Thionyldiimidazole In tetrahydrofuran for 0.5h; Ambient temperature; | 45% |
With hydrogenchloride; diethyl ether; benzene |
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
A
androst-4,9(11)-dien-3,17-dione
B
6β-hydroxy-4,9(11)-androstadiene-3,17-dione
Conditions | Yield |
---|---|
With ethanol; oxygen; toluene-4-sulfonic acid; orthoformic acid triethyl ester Product distribution; Irradiation; | A 35% B 12% |
With ethanol; oxygen; toluene-4-sulfonic acid; orthoformic acid triethyl ester 1.) 1 h, reflux; 2.) irradiation, ethanol, 3 h; Yield given. Multistep reaction. Yields of byproduct given; | |
With ethanol; oxygen; toluene-4-sulfonic acid; orthoformic acid triethyl ester 1.) 1 h, reflux, benzene; 2.) irradiation in ethanol, 3 h.; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With bithmuth(III) triflate hydrate In nitromethane at 100℃; | 34% |
Multi-step reaction with 3 steps 1: 52 percent / MnO2 2: 48 percent / p-TsOH, triethyl orthoformate / benzene / 8 h / Heating 3: 70 percent / aq. AcOH / Heating View Scheme |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid Oxidation; |
9-alpha-hydroxyandrost-4-ene-3,17-dione
A
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
With N,N'-Thionyldiimidazole In tetrahydrofuran for 1.5h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
(5R,8S,10R,13S,14S)-5-Hydroxy-10,13-dimethyl-1,4,5,6,7,8,10,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
androst-4,9(11)-dien-3,17-dione
Conditions | Yield |
---|---|
With hydrogenchloride In methanol Heating; |