Product Name

  • Name

    Androsterone

  • EINECS 200-173-4
  • CAS No. 53-41-8
  • Article Data109
  • CAS DataBase
  • Density 1.085 g/cm3
  • Solubility 11.5mg/L(23.5 oC)
  • Melting Point 181-184 °C(lit.)
  • Formula C19H30O2
  • Boiling Point 413.139 °C at 760 mmHg
  • Molecular Weight 290.446
  • Flash Point 176.377 °C
  • Transport Information
  • Appearance white to light beige crystalline powder
  • Safety 22-24/25
  • Risk Codes 36/37/38-43
  • Molecular Structure Molecular Structure of 53-41-8 (Androsterone)
  • Hazard Symbols Xi
  • Synonyms 3-Epihydroxyetioallocholan-17-one;3a-Hydroxy-17-androstanone;3a-Hydroxy-5a-androstan-17-one;3a-Hydroxy-5a-androstane-17-one;5a-Androstan-17-one-3a-ol;5a-Androstane-3a-ol-17-one;5a-Androsterone;Androkinin;Androtin;Atromide ICI;NSC9898;U 60366;
  • PSA 37.30000
  • LogP 3.95910

Synthetic route

(3R,5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-3-(tetrahydro-furan-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one
111222-34-5

(3R,5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-3-(tetrahydro-furan-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;100%
androsterone acetate
1164-95-0

androsterone acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere;94.6%
With potassium carbonate
2-Oxo-propionic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

2-Oxo-propionic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

A

cis-androsterone
53-41-8

cis-androsterone

B

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 120h;A 20%
B 78%
3α-hydroxy-5α-androstan-17-one 3-benzoate
5953-69-5

3α-hydroxy-5α-androstan-17-one 3-benzoate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane at 20℃;75%
androstanedione
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
5717-77-1, 15807-49-5, 35420-27-0, 57194-49-7

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
592509-66-5

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
53-41-8

cis-androsterone

B

(2R,6R)-2-Hydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid (3R,5R,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

(2R,6R)-2-Hydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid (3R,5R,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 72h;A 45%
B 55%
androstanediol
1852-53-5

androstanediol

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
10429-07-9

3β-tosyloxy-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

B

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
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
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

C

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

Conditions
ConditionsYield
for 504h; Rhodotorula mucilaginosa;A 18%
B 35%
C 30%
Stanolone
521-18-6

Stanolone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

C

androstanedione
846-46-8

androstanedione

D

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

Conditions
ConditionsYield
for 504h; Rhodotorula mucilaginosa;A 21%
B 33%
C 5%
D 33%
5α-androstane-3β,17β-diol di-p-toluenesulfonate

5α-androstane-3β,17β-diol di-p-toluenesulfonate

A

cis-androsterone
53-41-8

cis-androsterone

B

5alpha-Androstane-3alpha,17alpha-diol
6165-21-5

5alpha-Androstane-3alpha,17alpha-diol

Conditions
ConditionsYield
With sodium nitrite In dimethyl sulfoxide at 90℃; for 29h;A 29%
B 29%
C 31%
androstanediol
1852-53-5

androstanediol

A

cis-androsterone
53-41-8

cis-androsterone

B

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
4363-08-0

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With Aspergillus tamarii KITA (QM 1223) In N,N-dimethyl-formamide at 30℃; for 120h; Microbiological reaction;A 23%
B 29%
testosterone
58-22-0

testosterone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Androstenedione
63-05-8

Androstenedione

C

cis-androsterone
53-41-8

cis-androsterone

D

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
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
53-43-0

dehydroepiandrosterone

A

Etiocholanolone
53-42-9

Etiocholanolone

B

cis-androsterone
53-41-8

cis-androsterone

D

5-androstene-3β,16α,17β-triol
4150-30-5

5-androstene-3β,16α,17β-triol

Conditions
ConditionsYield
aus dem Harn von Menschen nach der Injektion;
Androstenedione
63-05-8

Androstenedione

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
20612-47-9

3β-chloro-5α-androstan-17-one

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium acetate; valeric acid anschliessend mit wss.-aethanol.NaOH;
3β-chloro-5α-androstan-17-one
20612-47-9

3β-chloro-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium acetate; acetic acid at 180℃;
3β-tosyloxy-5α-androstan-17-one
10429-07-9

3β-tosyloxy-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With aluminum oxide; Petroleum ether; benzene
3α-cholestanyl acetate
1107-59-1

3α-cholestanyl acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
143120-49-4

5α-stigmastanyl-(3α)-acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
Gewinnung;
3β-chloro-5α-androstan-17-one
20612-47-9

3β-chloro-5α-androstan-17-one

potassium acetate
127-08-2

potassium acetate

acetic acid
64-19-7

acetic acid

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
at 180℃;
3β-tosyloxy-5α-androstan-17-one
10429-07-9

3β-tosyloxy-5α-androstan-17-one

potassium acetate
127-08-2

potassium acetate

acetic acid
64-19-7

acetic acid

cis-androsterone
53-41-8

cis-androsterone

testosterone
58-22-0

testosterone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Stanolone
521-18-6

Stanolone

C

cis-androsterone
53-41-8

cis-androsterone

D

androstanedione
846-46-8

androstanedione

E

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

F

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
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
58-22-0

testosterone

A

Stanolone
521-18-6

Stanolone

B

cis-androsterone
53-41-8

cis-androsterone

C

androstanedione
846-46-8

androstanedione

D

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

E

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
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;
Conditions
ConditionsYield
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
63-05-8

Androstenedione

A

estradiol
50-28-2

estradiol

B

Estrone
53-16-7

Estrone

C

testosterone
58-22-0

testosterone

D

Stanolone
521-18-6

Stanolone

E

Etiocholanolone
53-42-9

Etiocholanolone

F

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With carcinoma; gynecomastia; mammary dysplasia at 37℃; for 1.5h; Product distribution; cofactors under 95percent O2: 5percent CO2, <3H>labeled study;
androstanedione
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Stanolone
521-18-6

Stanolone

C

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With lithium aluminium tetrahydride; divinylbenzene template polymer In tetrahydrofuran Product distribution; Ambient temperature; other steroid ketones; molecular imprinting of solid polymer;
androstanedione
846-46-8

androstanedione

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium tri-sec-butyl-borohydride In tetrahydrofuran at -75℃; for 2h;63 % Turnov.
cis-androsterone
53-41-8

cis-androsterone

acetic anhydride
108-24-7

acetic anhydride

androsterone acetate
1164-95-0

androsterone acetate

Conditions
ConditionsYield
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
53-41-8

cis-androsterone

(aminooxy)acetic acid hemihydrochloride
2921-14-4, 7776-18-3, 20295-82-3

(aminooxy)acetic acid hemihydrochloride

17-(O-carboxymethyloximino)-5α-androstan-3α-ol

17-(O-carboxymethyloximino)-5α-androstan-3α-ol

Conditions
ConditionsYield
With pyridine at 80℃; for 15h;97%
cis-androsterone
53-41-8

cis-androsterone

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
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
cis-androsterone
53-41-8

cis-androsterone

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

3α-(1H-Imidazol-1-yl)-5α-androstan-17-one

3α-(1H-Imidazol-1-yl)-5α-androstan-17-one

Conditions
ConditionsYield
In acetonitrile for 2h; Substitution; Heating;96%
cis-androsterone
53-41-8

cis-androsterone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(3R,5S,8R,9S,10S,13S,14S)-3-(methoxymethoxy)-10,13-dimethylHexadecahydro-17H-cyclopenta[a]phenanthren-17-one
1135993-39-3

(3R,5S,8R,9S,10S,13S,14S)-3-(methoxymethoxy)-10,13-dimethylHexadecahydro-17H-cyclopenta[a]phenanthren-17-one

Conditions
ConditionsYield
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
53-41-8

cis-androsterone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(3R,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one
57711-45-2

(3R,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one

Conditions
ConditionsYield
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
cis-androsterone
53-41-8

cis-androsterone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Methanesulfonic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Methanesulfonic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With pyridine at 20 - 25℃; for 4h; Inert atmosphere;92.2%
cis-androsterone
53-41-8

cis-androsterone

ethyltriphenylphosphonium bromide

ethyltriphenylphosphonium bromide

(Z)-3α-hydroxypregna-17(20)-ene

(Z)-3α-hydroxypregna-17(20)-ene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 5h; Wittig-Horner Reaction;92.1%
cis-androsterone
53-41-8

cis-androsterone

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
4363-08-0

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
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
53-41-8

cis-androsterone

C19H33NO

C19H33NO

Conditions
ConditionsYield
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%
cis-androsterone
53-41-8

cis-androsterone

ethyltriphenylphosphonium bromide
1530-32-1

ethyltriphenylphosphonium bromide

(Z)-3α-hydroxypregna-17(20)-ene

(Z)-3α-hydroxypregna-17(20)-ene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 4h; Wittig Olefination; Reflux;91.2%
With potassium tert-butylate In tetrahydrofuran
cis-androsterone
53-41-8

cis-androsterone

5α-<16,16-2H2>androstane-3α-ol-17-one
89685-22-3

5α-<16,16-2H2>androstane-3α-ol-17-one

Conditions
ConditionsYield
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;
1H-imidazole
288-32-4

1H-imidazole

cis-androsterone
53-41-8

cis-androsterone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3α-t-butyldimethylsilyloxy-5α-androstan-17-one

3α-t-butyldimethylsilyloxy-5α-androstan-17-one

Conditions
ConditionsYield
In pyridine; N-methyl-acetamide; ethanol; water; ethyl acetate91%
cis-androsterone
53-41-8

cis-androsterone

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
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
913966-90-2

2-bromo-3,4,4-trichloro-3-butenoyl chloride

cis-androsterone
53-41-8

cis-androsterone

androsteronyl 2-bromo-3,4,4-trichlorobut-3-enoate

androsteronyl 2-bromo-3,4,4-trichlorobut-3-enoate

Conditions
ConditionsYield
With pyridine In benzene at 20 - 23℃;90%
cis-androsterone
53-41-8

cis-androsterone

potassium cyanide
151-50-8

potassium cyanide

benzylamine
100-46-9

benzylamine

(3R,5S,8R,9S,10S,13S,14S)-17-Benzylamino-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-17-carbonitrile
125712-99-4

(3R,5S,8R,9S,10S,13S,14S)-17-Benzylamino-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-17-carbonitrile

Conditions
ConditionsYield
With acetic acid In methanol at 60℃; for 20h;89%
cis-androsterone
53-41-8

cis-androsterone

Androstane-3alpha,17-diol

Androstane-3alpha,17-diol

Conditions
ConditionsYield
With isopropyl alcohol; Ni(0) nanoparticles In tetrahydrofuran at 76℃; for 1h;89%
cis-androsterone
53-41-8

cis-androsterone

methyl uronate
80860-56-6

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
80860-58-8, 80860-59-9

(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
ConditionsYield
boron trifluoride diethyl etherate In dichloromethane at -25℃; for 2h;88%
cis-androsterone
53-41-8

cis-androsterone

3α-hydroxy-16α-bromo-5α-androstan-17-one
59462-53-2

3α-hydroxy-16α-bromo-5α-androstan-17-one

Conditions
ConditionsYield
With copper(I) bromide In methanol for 8h; Reflux;88%
cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 1h; Heating;87%
hydrazinecarbodithioic acid methyl ester
5397-03-5

hydrazinecarbodithioic acid methyl ester

cis-androsterone
53-41-8

cis-androsterone

C21H34N2OS2
1070968-28-3

C21H34N2OS2

Conditions
ConditionsYield
In propan-1-ol at 20℃; for 2h;87%
cis-androsterone
53-41-8

cis-androsterone

ethylene glycol
107-21-1

ethylene glycol

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal
5717-77-1, 15807-49-5, 35420-27-0, 57194-49-7

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal

Conditions
ConditionsYield
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
53-41-8

cis-androsterone

3-nitrobenzoic acid hydrazide
618-94-0

3-nitrobenzoic acid hydrazide

5α-androstan-3β-ol-17-one m-nitrobenzoylhydrazone
1197212-27-3

5α-androstan-3β-ol-17-one m-nitrobenzoylhydrazone

Conditions
ConditionsYield
acetic acid In ethanol for 12h; Reflux;85%
With acetic acid In ethanol for 12h; Reflux;85%
1-azidostyrene
16717-64-9

1-azidostyrene

cis-androsterone
53-41-8

cis-androsterone

(3R,8R,9S,10S,13S,14S)-3-(1-azido-2-bromo-1-phenylethoxy)-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one

(3R,8R,9S,10S,13S,14S)-3-(1-azido-2-bromo-1-phenylethoxy)-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;85%
cis-androsterone
53-41-8

cis-androsterone

benzoyl chloride
98-88-4

benzoyl chloride

3α-hydroxy-5α-androstan-17-one 3-benzoate
5953-69-5

3α-hydroxy-5α-androstan-17-one 3-benzoate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 6h;85%
cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
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
53-41-8

cis-androsterone

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one
98391-23-2

(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one

Conditions
ConditionsYield
With sodium methylate In toluene for 7h; Formylation; Heating;83%
S-benzyldithiocarbazate
13331-31-2

S-benzyldithiocarbazate

cis-androsterone
53-41-8

cis-androsterone

C27H38N2OS2
1070968-33-0

C27H38N2OS2

Conditions
ConditionsYield
In propan-1-ol at 20℃; for 2h;82%

Androsterone Chemical Properties

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 °
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

Androsterone Safety Profile

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.

Androsterone Specification

Storage: Keep container in a cool, well-ventilated area. Keep container tightly closed.

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