(3R,5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-3-(tetrahydro-furan-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one
cis-androsterone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere; | 94.6% |
With potassium carbonate |
Conditions | Yield |
---|---|
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 120h; | A 20% B 78% |
Conditions | Yield |
---|---|
With sodium methylate In methanol; dichloromethane at 20℃; | 75% |
Conditions | Yield |
---|---|
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Ambient temperature; | A 60.2% B 20.9% |
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Product distribution; Ambient temperature; various catalysts and times; | A 60.2% B 20.9% |
With hydrogen; Nic In tetrahydrofuran; ethanol at 25℃; under 760 Torr; for 1.16667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal
cis-androsterone
Conditions | Yield |
---|---|
With methanesulfonic acid In methanol; water for 0.25h; | 57% |
With acetic acid |
2-Oxo-heptanoic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
A
cis-androsterone
Conditions | Yield |
---|---|
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 72h; | A 45% B 55% |
Conditions | Yield |
---|---|
With HEK-293 cells expressing Haliotis diversicolor supertexta 17β-hydroxysteroid dehydrogenase 11; fetal bovine serum In dimethyl sulfoxide for 23h; aq. buffer; Enzymatic reaction; | 53.4% |
With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR1C29); NADP In aq. phosphate buffer; ethyl acetate at 37℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction; | |
With recombinant male golden hamster liver aldo-keto reductase AKR1C35; NAD In aq. phosphate buffer at 25℃; pH=7.4; Kinetics; Enzymatic reaction; |
3β-tosyloxy-5α-androstan-17-one
A
cis-androsterone
B
androstanedione
C
5α-androst-2-en-17-one
Conditions | Yield |
---|---|
With potassium nitrite In N,N-dimethyl-formamide at 80 - 85℃; for 18h; | A 51.5% B 0.03 g C 0.01 g |
androstanedione
A
Epiandrosterone
B
cis-androsterone
C
5-androgen-3,17-diol
Conditions | Yield |
---|---|
for 504h; Rhodotorula mucilaginosa; | A 18% B 35% C 30% |
Stanolone
A
Epiandrosterone
B
cis-androsterone
C
androstanedione
D
5-androgen-3,17-diol
Conditions | Yield |
---|---|
for 504h; Rhodotorula mucilaginosa; | A 21% B 33% C 5% D 33% |
Conditions | Yield |
---|---|
With sodium nitrite In dimethyl sulfoxide at 90℃; for 29h; | A 29% B 29% C 31% |
androstanediol
A
cis-androsterone
B
(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
Conditions | Yield |
---|---|
With Aspergillus tamarii KITA (QM 1223) In N,N-dimethyl-formamide at 30℃; for 120h; Microbiological reaction; | A 23% B 29% |
testosterone
A
Epiandrosterone
B
Androstenedione
C
cis-androsterone
D
androstanedione
Conditions | Yield |
---|---|
With Penicillium digitatum MRC 500787; MYB medium (malt extract 2percent, glucose 1percent, bacteriological peptone 1percent, yeast extract 0.3percent) In N,N-dimethyl-formamide at 24℃; for 120h; | A 8.9% B 16.3% C 3.6% D 6.4% |
dehydroepiandrosterone
A
Etiocholanolone
B
cis-androsterone
D
5-androstene-3β,16α,17β-triol
Conditions | Yield |
---|---|
aus dem Harn von Menschen nach der Injektion; |
Conditions | Yield |
---|---|
With acetic acid; platinum at 20℃; Hydrogenation.zuletzt nach Zusatz von wenig Schwefelsaeure bei 70-75grad; | |
With acetic acid; platinum at 20℃; Hydrogenation.zuletzt nach Zusatz von wenig Schwefelsaeure bei 70-75grad; |
3β-chloro-5α-androstan-17-one
cis-androsterone
Conditions | Yield |
---|---|
With potassium acetate; valeric acid anschliessend mit wss.-aethanol.NaOH; |
3β-chloro-5α-androstan-17-one
A
cis-androsterone
B
5α-androst-2-en-17-one
Conditions | Yield |
---|---|
With potassium acetate; acetic acid at 180℃; |
3β-tosyloxy-5α-androstan-17-one
A
cis-androsterone
B
5α-androst-2-en-17-one
Conditions | Yield |
---|---|
With aluminum oxide; Petroleum ether; benzene |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid at 95℃; Erwaermen des aus dem Reaktionsgemisch mit Semicarbazid isol. 3α-Acetoxy-5α-androstanon-(17)-semicarbazons mit wss.Oxalsaeure und Erh. des erhalt. Oxalsaeure-bis-<17-oxo-5α-androstanyl-(3α)-esters> mit aethanol.Alkalilauge; | |
With chromium(VI) oxide; acetic acid at 95℃; Erwaermen des aus dem Reaktionsgemisch mit Semicarbazid isol. 3α-Acetoxy-5α-androstanon-(17)-semicarbazons mit wss.Oxalsaeure und Erh. des erhalt. Oxalsaeure-bis-<17-oxo-5α-androstanyl-(3α)-esters> mit aethanol.Alkalilauge; |
5α-stigmastanyl-(3α)-acetate
cis-androsterone
Conditions | Yield |
---|---|
Gewinnung; |
3β-chloro-5α-androstan-17-one
potassium acetate
acetic acid
A
cis-androsterone
B
5α-androst-2-en-17-one
Conditions | Yield |
---|---|
at 180℃; |
3β-tosyloxy-5α-androstan-17-one
potassium acetate
acetic acid
cis-androsterone
testosterone
A
Epiandrosterone
B
Stanolone
C
cis-androsterone
D
androstanedione
E
5-androgen-3,17-diol
F
androstanediol
Conditions | Yield |
---|---|
With total testicular homogenate of adult Sprague-Dawley rats treated with 6, des-Gly-NH210>LHRH ethylamide Product distribution; metabolism, <3H>labelled study, further: equine antibovine LH serum (JOAN-5-31-67); |
testosterone
A
Stanolone
B
cis-androsterone
C
androstanedione
D
5-androgen-3,17-diol
E
androstanediol
Conditions | Yield |
---|---|
With carbon dioxide; 5α-reductase in testicular cells of adult male Sprague-Dawley rats; oxygen; NADP at 37℃; for 1.5h; Product distribution; Kinetics; <3H>labelled, metabolism with or without 7α-hydroxytestosterone; |
Androstenedione
A
Epiandrosterone
B
cis-androsterone
C
androstanedione
D
7α-hydroxyandrost-4-ene-3,17-dione
E
5β-androstanediol
F
5α-androstane-3α/β,17β-diol
Conditions | Yield |
---|---|
With 7α-hydroxylase from microsomes of testicular tissue from Wistar rats injected or not intraperitoneally with human chorionic gonadotrophin till 24 h before kill; Krebs Ringer buffer; NADPH In ethanol at 37℃; for 0.25h; Product distribution; Kinetics; <4-14C>labeled study, Michaelis-Menton const. Km, maximal transformation rate Vm; |
Androstenedione
A
estradiol
B
Estrone
C
testosterone
D
Stanolone
E
Etiocholanolone
F
cis-androsterone
Conditions | Yield |
---|---|
With carcinoma; gynecomastia; mammary dysplasia at 37℃; for 1.5h; Product distribution; cofactors under 95percent O2: 5percent CO2, <3H>labeled study; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; divinylbenzene template polymer In tetrahydrofuran Product distribution; Ambient temperature; other steroid ketones; molecular imprinting of solid polymer; |
Conditions | Yield |
---|---|
With potassium tri-sec-butyl-borohydride In tetrahydrofuran at -75℃; for 2h; | 63 % Turnov. |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 0.025h; microwave irradiation; | 100% |
With pyridine at 20℃; | 100% |
With dmap In dichloromethane at 20℃; | 97% |
cis-androsterone
(aminooxy)acetic acid hemihydrochloride
Conditions | Yield |
---|---|
With pyridine at 80℃; for 15h; | 97% |
Conditions | Yield |
---|---|
With iron(II) chloride tetrahydrate; lithium In tetrahydrofuran; mineral oil at 20℃; for 4h; Reagent/catalyst; Inert atmosphere; stereoselective reaction; | 96% |
With manganese(III) (Z)-2,2,6,6-tetramethyl-5-oxohept-3-en-3-olate; phenylsilane; oxygen In 1,2-dichloro-ethane; isopropyl alcohol at 23℃; under 760 Torr; | 47% |
With methanol; sodium |
Conditions | Yield |
---|---|
In acetonitrile for 2h; Substitution; Heating; | 96% |
cis-androsterone
chloromethyl methyl ether
(3R,5S,8R,9S,10S,13S,14S)-3-(methoxymethoxy)-10,13-dimethylHexadecahydro-17H-cyclopenta[a]phenanthren-17-one
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; | 95% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; | 95% |
With N-ethyl-N,N-diisopropylamine In dichloromethane for 12.3h; | 77% |
cis-androsterone
tert-butyldimethylsilyl chloride
(3R,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; | 94% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 93% |
In methanol at 20℃; for 12h; | 86% |
With 1H-imidazole In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With pyridine at 20 - 25℃; for 4h; Inert atmosphere; | 92.2% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 5h; Wittig-Horner Reaction; | 92.1% |
cis-androsterone
(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
Conditions | Yield |
---|---|
With calcium tetrakis(pentafluorophenyl)borate undecahydrate; dihydrogen peroxide; oxalic acid In 1,2-dichloro-ethane at 50℃; for 12h; Baeyer-Villiger Ketone Oxidation; regioselective reaction; | 92% |
cis-androsterone
Conditions | Yield |
---|---|
With ammonia; hydrogen In methanol at 30℃; for 24h; Autoclave; | 92% |
With ammonia; hydrogen In tetrahydrofuran at 120℃; for 15h; | 90% |
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 120℃; for 24h; chemoselective reaction; | 81% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 4h; Wittig Olefination; Reflux; | 91.2% |
With potassium tert-butylate In tetrahydrofuran |
cis-androsterone
5α-<16,16-2H2>androstane-3α-ol-17-one
Conditions | Yield |
---|---|
With water-d2; sodium methylate In tetrahydrofuran; d(4)-methanol for 7h; Heating; | 91% |
With deuteriated sodium hydroxide; deuteromethanol; water-d2 1) reflux, 48 h, 2) 4 deg C, overnight; Multistep reaction; |
Conditions | Yield |
---|---|
In pyridine; N-methyl-acetamide; ethanol; water; ethyl acetate | 91% |
Conditions | Yield |
---|---|
With 4-Benzoylpyridine In acetone at 20℃; for 23h; UV-irradiation; Inert atmosphere; | 90% |
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In various solvent(s) Ambient temperature; | 70% |
With pyridinium chlorochromate |
2-bromo-3,4,4-trichloro-3-butenoyl chloride
cis-androsterone
Conditions | Yield |
---|---|
With pyridine In benzene at 20 - 23℃; | 90% |
cis-androsterone
potassium cyanide
benzylamine
(3R,5S,8R,9S,10S,13S,14S)-17-Benzylamino-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-17-carbonitrile
Conditions | Yield |
---|---|
With acetic acid In methanol at 60℃; for 20h; | 89% |
cis-androsterone
Conditions | Yield |
---|---|
With isopropyl alcohol; Ni(0) nanoparticles In tetrahydrofuran at 76℃; for 1h; | 89% |
cis-androsterone
methyl uronate
(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
boron trifluoride diethyl etherate In dichloromethane at -25℃; for 2h; | 88% |
cis-androsterone
3α-hydroxy-16α-bromo-5α-androstan-17-one
Conditions | Yield |
---|---|
With copper(I) bromide In methanol for 8h; Reflux; | 88% |
cis-androsterone
androsterone hydrazone
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 1h; Heating; | 87% |
hydrazinecarbodithioic acid methyl ester
cis-androsterone
C21H34N2OS2
Conditions | Yield |
---|---|
In propan-1-ol at 20℃; for 2h; | 87% |
cis-androsterone
ethylene glycol
(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene Heating; | 85% |
With toluene-4-sulfonic acid In toluene Reflux; | |
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark; | |
With toluene-4-sulfonic acid In toluene at 100℃; | |
With toluene-4-sulfonic acid In toluene at 100℃; |
cis-androsterone
3-nitrobenzoic acid hydrazide
5α-androstan-3β-ol-17-one m-nitrobenzoylhydrazone
Conditions | Yield |
---|---|
acetic acid In ethanol for 12h; Reflux; | 85% |
With acetic acid In ethanol for 12h; Reflux; | 85% |
1-azidostyrene
cis-androsterone
Conditions | Yield |
---|---|
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere; | 85% |
cis-androsterone
benzoyl chloride
3α-hydroxy-5α-androstan-17-one 3-benzoate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 6h; | 85% |
cis-androsterone
5α-androst-2-en-17-one
Conditions | Yield |
---|---|
With sulfuric acid; silica gel In toluene at 100℃; for 1h; | 83% |
With diethylamino-sulfur trifluoride In dichloromethane at -78℃; for 1h; Inert atmosphere; regioselective reaction; | 30% |
With boron trioxide at 300℃; |
cis-androsterone
formic acid ethyl ester
(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one
Conditions | Yield |
---|---|
With sodium methylate In toluene for 7h; Formylation; Heating; | 83% |
Conditions | Yield |
---|---|
In propan-1-ol at 20℃; for 2h; | 82% |
Chemical Formula: C19H30O2
Molecular Weight: 290.44
Synonyms: 3-hydroxy-,(3alpha,5alpha)-androstan-17-on ; 5alpha-Androstan-17-one, 3alpha-hydroxy- ; 3-alpha-hydroxy-17-androstanone ; 3-Epihydroxyetioallocholan-17-one ; 5alpha-Androstane-3alpha-ol-17-one
Melting Point: 181-184 °C(lit.)
Flash Point: 176.4 °C
Boiling Point: 413.1 °C at 760 mmHg
Density of Androsterone (53-41-8) : 1.085 g/cm3
Vapour Pressure: 1.5E-08 mmHg at 25°C
alpha of Androsterone (53-41-8) : 96°(c=1, C2H5OH)
storage temp.: -20°C
Index of Refraction: 1.536
Chemical Properties: Androsterone (53-41-8) is a white to light beige crystalline powder
An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Statements: 22: Do not breathe dust
24/25: Avoid contact with skin and eyes
WGK Germany: 3
RTECS: BV8053000
F: 3: Hygroscopic
21: Sensitive to humidity
StorageKeep container tightly closed. Keep container in a cool, well-ventilated area.
Storage: Keep container in a cool, well-ventilated area. Keep container tightly closed.
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