Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With dihydrogen peroxide In dichloromethane for 4h; | 90% |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With dihydrogen peroxide In dichloromethane | 90% |
androstanedione
A
Androsta-1,4-diene-3,17-dione
B
5α-androst-1-ene-3,17-dione
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h; | A 4% B 84% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h; Dehydrogenation; | A 4% B 84% |
Conditions | Yield |
---|---|
With iodoxybenzene; benzeneseleninic anhydride In benzene for 12h; Heating; | 72% |
With diphenyl diselenide; iodosylbenzene In benzene for 12h; Heating; | 72% |
With periodic acid |
3-thioxo-androst-1,4-dien-17-on
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 8h; Ambient temperature; | 72% |
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 85℃; for 48h; | 72% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 85℃; for 48h; Dehydrogenation; | 72% |
Multi-step reaction with 2 steps 1: HBr; acetic acid; bromine / anschliessend Erwaermen auf 50grad View Scheme | |
Multi-step reaction with 2 steps 1: 3-ketosteroid Δ4-(5α)-dehydrogenase / Enzymatic reaction 2: 3-ketosteroid Δ1-dehydrogenase / Enzymatic reaction View Scheme |
cholesterol
A
Androstenedione
B
Androsta-1,4-diene-3,17-dione
C
(20S)-20-hydroxymethylpregn-4-en-3-one
D
24-norchol-4-ene-3,22-dione
E
24-norchola-1,4-diene-3,22-dione
F
(20S)-20-(hydroxymethyl)pregna-1,4-dien-3-one
Conditions | Yield |
---|---|
Product distribution; degradation by the Mycobacterium mutant CCM 3528; | A n/a B 0.20 g C n/a D 0.36 g E 1.21 g F 71% |
Conditions | Yield |
---|---|
for 336h; Rhodotorula mucilaginosa; | 54% |
Progesterone
A
testosterone
B
Androstenedione
C
Androsta-1,4-diene-3,17-dione
D
testololactone
Conditions | Yield |
---|---|
With Fusarium dimerum In water at 30℃; for 36h; pH=7; Product distribution; Further Variations:; Reagents; pH-values; var. times; | A 17.4% B 52.6% C 12.4% D 6.2% |
cholesterol
A
testosterone
B
Androstenedione
C
Androsta-1,4-diene-3,17-dione
D
1-dehydrotestosterone
E
2-[(8S,9S,10R,13S,14S)-10,13-Dimethyl-3-oxo-3,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-propionic acid methyl ester
F
22-hydroxy-23,24-bisnor-1,4-choladien-3-one
Conditions | Yield |
---|---|
With Mycobacterium sp. CCM 3529 Product distribution; | A 0.01 g B 0.03 g C 51% D 0.06 g E n/a F 0.38 g |
β-sitosterol
A
Androsta-1,4-diene-3,17-dione
B
23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
Conditions | Yield |
---|---|
With 8-quinolinol In water; N,N-dimethyl-formamide for 96h; Myc. lacticola 114; | A 5% B 47% |
β-sitosterol
A
Androstenedione
B
Androsta-1,4-diene-3,17-dione
C
23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
D
stigmast-4-en-3-one
Conditions | Yield |
---|---|
With 8-quinolinol In water; N,N-dimethyl-formamide at 27℃; for 72h; Product distribution; Myc. mucosum 3-AP, pH = 7.2 - 7.7; other strains of bacteria, other pH, other temperatures, other inhibitors, other time, different age of bacteria culture, different concentration of substrate; | A 0% B 12% C 44.1% D 22% |
β-sitosterol
A
Androsta-1,4-diene-3,17-dione
B
23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
C
stigmast-4-en-3-one
Conditions | Yield |
---|---|
With 8-quinolinol In water; N,N-dimethyl-formamide for 72h; Myc. mucosum 3-AP; | A 12% B 44.1% C 22% |
dehydroepiandrosterone
A
androst-4,6-diene-3,17-dione
B
5-androstenedione
C
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With 2,2'-bipyridylchromium peroxide In benzene for 3h; Product distribution; Heating; effect of various chromium(VI) based oxidants; | A 40% B 10% C 8% |
With 2,2'-bipyridylchromium peroxide In benzene for 3h; Heating; | A 40% B 10% C 8% |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl In water; N,N-dimethyl-formamide for 72h; Myc. flavum var. methanicum B5; | A 4% B 35% |
Epiandrosterone
A
testosterone
B
3β,11α-dihydroxy-5α-androstan-17-one
C
3beta-7alpha-Dihydroxy-5alpha-androstane-17-one
D
3beta-7beta-Dihydroxy-5alpha-androstane-17-one
E
1α,3β-dihydroxy-5α-androstan-17-one
F
Androsta-1,4-diene-3,17-dione
G
1-dehydrotestosterone
H
6β-hydroxytestosterone
I
5α-androst-1-ene-3,17-dione
J
6β-hydroxy-4-androstene-3,17-dione
Conditions | Yield |
---|---|
With malt extract; disodium hydrogenphosphate; calcium(II) chloride dihydrate; magnesium(II) chloride hexahydrate; strontium (III) chloride hexahydrate; potassium chloride; boric acid; sodium hydrogencarbonate; sodium sulfate; sodium chloride; potassium bromide; potassium hydroxide In water; N,N-dimethyl-formamide at 32℃; for 168h; pH=8; Enzymatic reaction; | A 2% B 2% C 2% D 3% E 5% F 5% G 3% H 2% I 2% J 32% |
A
Androsta-1,4-diene-3,17-dione
B
1-{(1S,3aS,4R,7aS)-4-[2-(5-Hydroxy-2-methyl-phenyl)-ethyl]-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl}-ethanone
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 40h; Heating; | A 25% B 25% |
cholesterol
A
Androstenedione
B
Cholest-4-en-3-one
C
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; Moraxella sp at 28℃; for 72h; | A 23% B n/a C 7% |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; Moraxella sp at 28℃; for 72h; | A 23% B 7% |
3-thioxo-androst-1,4-dien-17-on
A
Androsta-1,4-diene-3,17-dione
B
1-Mercapto-4-methylestra-1,3,5(10)-trien-17-on
Conditions | Yield |
---|---|
With hydrogen bromide for 240h; Ambient temperature; | A 5% B 10% |
pyridine
5α-androstan-2α,4α-dibromo-3,17-dione
Androsta-1,4-diene-3,17-dione
2,4,6-trimethyl-pyridine
5α-androstan-2α,4α-dibromo-3,17-dione
Androsta-1,4-diene-3,17-dione
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With fusarium solani |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With corynebacterium simplex |
1α,3β-dihydroxy-androst-5-en-17-one
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With cyclohexanone; aluminum isopropoxide; toluene |
Conditions | Yield |
---|---|
With aluminum isopropoxide; toluene |
androstane-3,17-dione
A
Androstenedione
B
Androsta-1,4-diene-3,17-dione
C
5β-Androst-1-ene-3,17-dione
Conditions | Yield |
---|---|
With Phenylselenyl chloride; dihydrogen peroxide Yield given. Multistep reaction. Yields of byproduct given; |
androstanedione
A
Androstenedione
B
Androsta-1,4-diene-3,17-dione
C
5α-androst-1-ene-3,17-dione
Conditions | Yield |
---|---|
With Phenylselenyl chloride; dihydrogen peroxide Yield given. Multistep reaction. Yields of byproduct given; |
A
Androsta-1,4-diene-3,17-dione
B
23,24-Bisnorchola-1,4-dien-3-on-22-oic acid
Conditions | Yield |
---|---|
With 8-quinolinol; Myc. mucosum 3-AP In N,N-dimethyl-formamide for 72h; Product distribution; other mycobacteria, various media for cultivation of mycobacteria; |
bis-(3α,17β-dihydroxyandrost-5-en-1α-yl) disulphide
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With C16H16F6FeN4O6S2; dihydrogen peroxide; acetic acid In acetonitrile at 20℃; for 0.166667h; stereoselective reaction; | 100% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 20 - 50℃; Temperature; Solvent; Reagent/catalyst; | 98.6% |
With sodium carbonate In water at 20 - 45℃; Solvent; Reagent/catalyst; | 98.6% |
Androsta-1,4-diene-3,17-dione
(E)-(8R,9S,10R,13S,14S,8'R,9'S,10'R,13'S,14'S)-10,13,10',13'-Tetramethyl-7,8,9,10,11,12,13,14,15,16,7',8',9',10',11',12',13',14',15',16'-icosahydro-6H,6'H-[3,3']bi[cyclopenta[a]phenanthrenylidene]-17,17'-dione
Conditions | Yield |
---|---|
With zinc In tetrahydrofuran for 10h; Heating; other substrates; | 97% |
With zinc In tetrahydrofuran for 10h; Heating; | 97% |
With titanium; chloro-trimethyl-silane In 1,2-dimethoxyethane for 1h; Heating; | 84% |
Androsta-1,4-diene-3,17-dione
3-thioxo-androst-1,4-dien-17-on
Conditions | Yield |
---|---|
With Lawessons reagent In tetrahydrofuran for 1h; Ambient temperature; | 96% |
With Lawessons reagent In tetrahydrofuran for 1h; Ambient temperature; various steroides; | 96% |
With tetraphosphorus decasulfide |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With sodium acetate; hydrazinium sulfate In ethanol for 72h; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃; Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃; | 94.6% |
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃; Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃; | 94.6% |
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃; Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃; Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3; | 93.8% |
Androsta-1,4-diene-3,17-dione
trimethylaluminum
A
5β-methylandrost-1-ene-3,17-dione
B
1α-methyl-androst-4-ene-3,17-dione
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; toluene for 2h; Ambient temperature; | A 2.6% B 93% |
Conditions | Yield |
---|---|
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃; | 92.5% |
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃; | 92.5% |
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃; Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3; | 92.5% |
Conditions | Yield |
---|---|
With γ-cyclodextrin; sodium hydride In water; acetone at 20℃; for 6h; | 92% |
Conditions | Yield |
---|---|
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃; | 90.8% |
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃; | 90.8% |
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃; Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃; Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3; | 90.8% |
Androsta-1,4-diene-3,17-dione
[1α,2α-2H2]androst-4-ene-3,17-dione
Conditions | Yield |
---|---|
With water-d2; Wilkinson's catalyst In benzene-d6 at 20℃; for 1h; | 90.2% |
Androsta-1,4-diene-3,17-dione
triethylaluminum
A
1α-ethylandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; toluene for 2h; Ambient temperature; | A 90% B n/a |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With water-d2; potassium carbonate In tetrahydrofuran for 24h; Reflux; | 90% |
Androsta-1,4-diene-3,17-dione
trimethylaluminum
1α-methyl-androst-4-ene-3,17-dione
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran for 2h; Ambient temperature; | 89% |
copper(I) bromide In 1,4-dioxane; water; toluene | |
copper(I) bromide In 1,4-dioxane; water; toluene | |
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; water; toluene |
Androsta-1,4-diene-3,17-dione
triethylaluminum
1α-ethylandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; water; toluene | 89% |
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran for 1h; Ambient temperature; | 87% |
copper(I) bromide In 1,4-dioxane; hexane; water | 85% |
copper(I) bromide In 1,4-dioxane; hexane; water | 85% |
Androsta-1,4-diene-3,17-dione
thioacetic acid
S-((1S,8S,9S,10R,13S,14S)-10,13-dmethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta-[a]phenanthren-1-yl) ethanethioate
Conditions | Yield |
---|---|
In tetrahydrofuran; methanol; water at 20℃; for 12h; Inert atmosphere; | 89% |
trifluoromethylsulfonic anhydride
Androsta-1,4-diene-3,17-dione
androsten-3,5-dienyl-17-one 3-triflate
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methylpyridine In dichloromethane for 4h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With sodium acetate In ethanol for 120h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
With sodium hydroxide; iron pentacarbonyl In methanol; water at 50 - 60℃; for 16h; | 85% |
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature; | 29% |
With hydrogen; silica gel; copper In toluene at 60℃; under 760 Torr; for 5h; |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Baeyer-Villiger Ketone Oxidation; | 85% |
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 15h; | 82% |
Androsta-1,4-diene-3,17-dione
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 6h; Inert atmosphere; Reflux; | 84.4% |
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 1.5h; Reflux; |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In chloroform 1) RT, 2h, 2) 50 deg C, 32 h; | 84% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; | 83% |
Androsta-1,4-diene-3,17-dione
A
1β,2β-Epoxy-4-androstene-3,17-dione
Conditions | Yield |
---|---|
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 28h; Title compound not separated from byproducts; | A 1.2 % Spectr. B 12 % Spectr. C 81% D 5.8 % Spectr. |
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 28h; | A 1.2 % Spectr. B 12 % Spectr. C 81% D 5.8 % Spectr. |
Androsta-1,4-diene-3,17-dione
3,3-dimethyldioxirane
Conditions | Yield |
---|---|
In acetone at 23℃; Kinetics; | 81% |
2-phenylazlactone
Androsta-1,4-diene-3,17-dione
3-<5-Oxo-2-phenyl-1,3-oxazol-4(5H)-yliden>-1,4-androstadien-17-on
Conditions | Yield |
---|---|
With pyridine; titanium tetrachloride In tetrahydrofuran; tetrachloromethane 1.) 0-5 deg C, 20 min.; 2.) 2 h, room temp.; | 80% |
Conditions | Yield |
---|---|
With sodium acetate In ethanol for 120h; Ambient temperature; | 80% |
IUPAC Name: (8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione
Synonyms of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): Boldione ; 1,4-Androstadiene-3,17-dione ; 1-Dehydroandrostenedione ; Androstadienedione ; EINECS 212-977-2 ; NSC 49080
CAS NO: 897-06-3
Classification Code: Hormone ; Reproductive Effect
Molecular Formula of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): C19H24O2
Molecular Weight: 284.3927
Molecular Structure:
Melting Point: 138-139 °C
Polar Surface Area: 34.14 Å2
Index of Refraction: 1.568
Molar Refractivity: 81.62 cm3
Molar Volume: 249.2 cm3
Surface Tension: 43.8 dyne/cm
Density of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): 1.14 g/cm3
Flash Point: 162.1 °C
Enthalpy of Vaporization: 69.03 kJ/mol
Boiling Point: 434.2 °C at 760 mmHg
Vapour Pressure: 9.62E-08 mmHg at 25°C
Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3) is used as boldenone related steroid; anabolic androgenic steroid.
Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: BV7988000
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View