Product Name

  • Name

    Dehydroepiandrosterone acetate

  • EINECS 212-714-1
  • CAS No. 853-23-6
  • Article Data127
  • CAS DataBase
  • Density 1.12 g/cm3
  • Solubility 11.5mg/L(temperature not stated)
  • Melting Point 168-170 °C
  • Formula C21H30O3
  • Boiling Point 434.8 °C at 760 mmHg
  • Molecular Weight 330.467
  • Flash Point 188.1 °C
  • Transport Information
  • Appearance
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 853-23-6 (Dehydroepiandrosterone acetate)
  • Hazard Symbols
  • Synonyms Androst-5-en-17-one,3b-hydroxy-, acetate (6CI,8CI);17-Oxoandrost-5-en-3b-yl acetate;3b-Acetoxy-5-androstene-17-one;3b-Hydroxy-5-androsten-17-oneacetate;3b-Hydroxyandrost-5-en-17-one3-acetate;Androstenolone acetate;Dehydroisoandrosterone 3-acetate;Prasterone acetate;D5-Dehydroepiandrosterone 3-acetate;
  • PSA 43.37000
  • LogP 4.45000

Synthetic route

dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

acetic anhydride
108-24-7

acetic anhydride

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 0.0111667h; microwave irradiation;100%
With dmap; triethylamine In dichloromethane at 20℃; for 5h;100%
With dmap; triethylamine In dichloromethane at 20℃; for 5h;100%
5α,6α-epoxy-17-oxoandrostan-3β-yl acetate
14545-93-8

5α,6α-epoxy-17-oxoandrostan-3β-yl acetate

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With iodine; triphenylphosphine In dichloromethane98%
3β-acetoxy-17-cycloethylenedioxy-androst-5-ene
14456-20-3, 17921-59-4

3β-acetoxy-17-cycloethylenedioxy-androst-5-ene

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With Montmorillonite K 10; water In acetone for 9h; Heating;98%
With silica gel; copper(II) sulfate In chloroform for 5h; Heating;93%
3β,17β-Diacetoxy-androsta-5,16-diene
25256-95-5

3β,17β-Diacetoxy-androsta-5,16-diene

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With lipase from Candida antarctica In acetonitrile at 30℃; for 3h;98%
3β-acetoxy-17α-hydroxy-5-pregnen-20-one
1863-39-4

3β-acetoxy-17α-hydroxy-5-pregnen-20-one

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane; acetonitrile for 0.75h;95%
acetyl chloride
75-36-5

acetyl chloride

3-tetrahydropyran-2-yloxy-androst-5-en-17-one
19637-35-5

3-tetrahydropyran-2-yloxy-androst-5-en-17-one

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
In acetone for 5h; Ambient temperature;95%
C24H36O2S2
91414-05-0

C24H36O2S2

A

prasterone acetate
853-23-6

prasterone acetate

B

Acetic acid (2S,4aR,4bS,6aS,12aS,12bR)-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,9,10,12,12a,12b,13-tetradecahydro-1H,8H-7,11-dithia-azuleno[2,1-a]phenanthren-2-yl ester
91414-07-2

Acetic acid (2S,4aR,4bS,6aS,12aS,12bR)-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,9,10,12,12a,12b,13-tetradecahydro-1H,8H-7,11-dithia-azuleno[2,1-a]phenanthren-2-yl ester

Conditions
ConditionsYield
With Phenylselenyl chloride In dichloromethane at 0℃; for 0.75h;A 6%
B 90%
3β-acetoxy-5β,6β-epoxyandrostan-17-one
6585-68-8

3β-acetoxy-5β,6β-epoxyandrostan-17-one

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With dimethyl diazomalonate; chloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) In toluene for 4h; Reagent/catalyst; Sealed tube; Reflux; stereospecific reaction;85%
With iodine; triphenylphosphine In dichloromethane75%
C29H37NO6
51673-57-5

C29H37NO6

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-hydroxy-13α-methylandrost-5-en-17-one acetate
18462-31-2

3β-hydroxy-13α-methylandrost-5-en-17-one acetate

Conditions
ConditionsYield
In benzene for 5h; Irradiation;A 71%
B 0.7%
dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

acetyl chloride
75-36-5

acetyl chloride

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
In toluene for 24h; Reflux;69.3%
C20H30O4S

C20H30O4S

cesium acetate
3396-11-0

cesium acetate

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With 4-methyl-morpholine; 18-crown-6 ether for 24h; Reflux; Inert atmosphere;64.2%
5-androstene-3β,17β-diol 3-acetate 17-p-toluene-δ-sulfonate
1259-22-9

5-androstene-3β,17β-diol 3-acetate 17-p-toluene-δ-sulfonate

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-acetoxyandrost-5,16-diene
1236-14-2

3β-acetoxyandrost-5,16-diene

C

17α-hydroxyandrost-5-en-3β-yl 3-acetate
100428-85-1

17α-hydroxyandrost-5-en-3β-yl 3-acetate

Conditions
ConditionsYield
With sodium nitrite In dimethyl sulfoxide at 135℃; for 1h;A 17%
B 26%
C 44%
...Expand
formaldehyd
50-00-0

formaldehyd

dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-hydroxymethoxy-5-androsten-17-one acetate

3β-hydroxymethoxy-5-androsten-17-one acetate

C

Acetic acid (3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethoxymethyl ester

Acetic acid (3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethoxymethyl ester

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water for 7h; Ambient temperature;A 43%
B 21%
C 17%
...Expand
C28H35NO4
154592-38-8

C28H35NO4

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-hydroxy-13α-methylandrost-5-en-17-one acetate
18462-31-2

3β-hydroxy-13α-methylandrost-5-en-17-one acetate

C

(3S,8R,9S,10R,14S)-3-Hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

(3S,8R,9S,10R,14S)-3-Hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In cyclohexane for 4h;A 36%
B 40%
C 6%
...Expand
C28H35NO4
154592-38-8

C28H35NO4

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-hydroxy-13α-methylandrost-5-en-17-one acetate
18462-31-2

3β-hydroxy-13α-methylandrost-5-en-17-one acetate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In cyclohexane for 4h; Heating;A 36%
B 40%
(Z)-3β-acetoxy-17-hydroxyiminoandrost-5-ene
106294-20-6

(Z)-3β-acetoxy-17-hydroxyiminoandrost-5-ene

A

prasterone acetate
853-23-6

prasterone acetate

B

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one
2232-16-8, 76023-66-0

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one

Conditions
ConditionsYield
With dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid Mechanism;A 13%
B 16%
pyridine
110-86-1

pyridine

(20S)-3β.17.20-trihydroxy-pregnen-(5)-al-(21)
102707-72-2

(20S)-3β.17.20-trihydroxy-pregnen-(5)-al-(21)

A

prasterone acetate
853-23-6

prasterone acetate

B

17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one
3517-42-8

17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one

Conditions
ConditionsYield
at 110℃; und anschliessenden Behandeln mit Acetanhydrid;
...Expand
pyridine
110-86-1

pyridine

21,21-diphenyl-17βH-pregnene-(5)-triol-(3β,17,21)

21,21-diphenyl-17βH-pregnene-(5)-triol-(3β,17,21)

acetic anhydride
108-24-7

acetic anhydride

A

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

B

prasterone acetate
853-23-6

prasterone acetate

C

acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

...Expand
pyridine
110-86-1

pyridine

acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

acetic anhydride
108-24-7

acetic anhydride

A

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

B

prasterone acetate
853-23-6

prasterone acetate

C

3β-acetoxy-21.21-diphenyl-pregnatriene-(5.16.20)

3β-acetoxy-21.21-diphenyl-pregnatriene-(5.16.20)

Conditions
ConditionsYield
at 134℃;
...Expand
pyridine
110-86-1

pyridine

3β-acetoxy-20-hydroxyiminopregna-5,16-diene
23549-24-8, 23549-26-0, 2174-13-2

3β-acetoxy-20-hydroxyiminopregna-5,16-diene

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
und Behandeln des Reaktionsgemisches mit wss.H2SO4;
...Expand
pyridine
110-86-1

pyridine

3β-acetoxy-20-hydroxyiminopregna-5,16-diene
23549-24-8, 23549-26-0, 2174-13-2

3β-acetoxy-20-hydroxyiminopregna-5,16-diene

p-acetylaminobenzenesulfonyl chloride
121-60-8

p-acetylaminobenzenesulfonyl chloride

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
und anschliessend mit Eis und wss.H2SO4;
...Expand
ethanol
64-17-5

ethanol

(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one
897-01-8

(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

potassium acetate
127-08-2

potassium acetate

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
at 180 - 200℃;
...Expand
N-acetylacetamide
625-77-4

N-acetylacetamide

dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid
acetic acid-(17-hydroxy-pregnen-(5)-yn-(20)-yl-(3β)-ester)
130550-34-4

acetic acid-(17-hydroxy-pregnen-(5)-yn-(20)-yl-(3β)-ester)

A

prasterone acetate
853-23-6

prasterone acetate

B

17-hydroxy-3β-acetoxy-21-nor-pregnen-(5)-oic acid-(20)

17-hydroxy-3β-acetoxy-21-nor-pregnen-(5)-oic acid-(20)

Conditions
ConditionsYield
With tetrachloromethane; bromine at -10℃; Einleiten von Ozon (1 Mol) in das Reaktionsgemisch und Behandeln des Reaktionsprodukts mit Aethylacetat, Essigsaeure, Natriumacetat und Zink;
3β-acetoxy-5α,6β-dibromocholestane
514-50-1

3β-acetoxy-5α,6β-dibromocholestane

A

prasterone acetate
853-23-6

prasterone acetate

B

3β-hydroxy-5-cholenoic acid
5255-17-4

3β-hydroxy-5-cholenoic acid

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit methanol. Kalilauge;
With chromium(VI) oxide; acetic acid Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit wss. Natronlauge;
3β-hydroxy-17.17a-seco-D-homo-androstene-(5)-dioic acid-(17.17a)
2099-39-0

3β-hydroxy-17.17a-seco-D-homo-androstene-(5)-dioic acid-(17.17a)

acetic anhydride
108-24-7

acetic anhydride

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
Erhitzen auf Siedetemperatur und kurzes Erhitzen des Reaktionsprodukts unter vermindertem Druck auf 250grad;
Erwaermen des Reaktionsprodukts unter 10 Torr auf 250grad;
3β-bromoandrost-5-en-17-one
51104-94-0

3β-bromoandrost-5-en-17-one

silver(I) acetate
563-63-3

silver(I) acetate

acetic acid
64-19-7

acetic acid

prasterone acetate
853-23-6

prasterone acetate

...Expand
acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

acetic acid-(17,21-dihydroxy-21,21-diphenyl-17βH-pregnen-(5)-yl-(3β)-ester)

acetic acid
64-19-7

acetic acid

A

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

B

prasterone acetate
853-23-6

prasterone acetate

...Expand
(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one
897-01-8

(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

potassium acetate
127-08-2

potassium acetate

acetic acid
64-19-7

acetic acid

prasterone acetate
853-23-6

prasterone acetate

Conditions
ConditionsYield
at 180 - 200℃;
...Expand
3β-acetoxy-pregna-5,16-dien-20-on-(O-acetyl oxime )
5040-79-9

3β-acetoxy-pregna-5,16-dien-20-on-(O-acetyl oxime )

trifluoroborane diethyl ether
109-63-7

trifluoroborane diethyl ether

benzene
71-43-2

benzene

prasterone acetate
853-23-6

prasterone acetate

...Expand
prasterone acetate
853-23-6

prasterone acetate

androstenediol-3-acetate
1639-43-6

androstenediol-3-acetate

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 0℃; for 0.5h;100%
With sodium tetrahydroborate In methanol; dichloromethane; ethyl acetate for 1h;99%
With sodium tetrahydroborate; Dowex1-x8 In tetrahydrofuran for 7.5h; Heating;97%
prasterone acetate
853-23-6

prasterone acetate

3β-acetoxy-androst-5-en-17-one oxime
84368-89-8, 106294-20-6, 119907-02-7, 21063-30-9

3β-acetoxy-androst-5-en-17-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol for 1.5h; Reflux;99.2%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 5h; Reflux;98.1%
With pyridine; hydroxylamine hydrochloride at 20℃; Inert atmosphere;79%
prasterone acetate
853-23-6

prasterone acetate

5-androstenediol
521-17-5, 1963-03-7, 4593-57-1, 4593-58-2, 14504-94-0, 16895-59-3, 47122-33-8, 64162-67-0, 75767-22-5, 139973-51-6, 151284-19-4

5-androstenediol

Conditions
ConditionsYield
With diisobutylaluminium hydride; nickel dichloride In dichloromethane; toluene at -78℃; for 0.25h; Inert atmosphere;99%
Stage #1: prasterone acetate With potassium borohydride In methanol at 36℃; for 0.666667h;
Stage #2: In methanol at 20℃; for 1h; Further stages.;		95%
prasterone acetate
853-23-6

prasterone acetate

3β-hydroxy-16-hydroxyiminoandrost-5-en-17-one
19321-67-6, 40962-87-6, 99094-86-7, 21242-37-5

3β-hydroxy-16-hydroxyiminoandrost-5-en-17-one

Conditions
ConditionsYield
With tert.-butylnitrite; potassium tert-butylate In tert-butyl alcohol at 20℃; for 24h;99%
prasterone acetate
853-23-6

prasterone acetate

dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

Conditions
ConditionsYield
With sodium hydroxide In methanol98.54%
With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere;94.8%
With potassium hydroxide In ethanol
prasterone acetate
853-23-6

prasterone acetate

androst-5-en-3β-ol
1476-64-8

androst-5-en-3β-ol

Conditions
ConditionsYield
Stage #1: prasterone acetate With hydrazine hydrate In 2-ethoxy-ethanol Wolff-Kishner reduction; Inert atmosphere; Heating;
Stage #2: With potassium hydroxide In 2-ethoxy-ethanol at 136℃; for 3h; Wolff-Kishner reduction;		98%
With potassium hydroxide; hydrazine hydrate In diethylene glycol 1.) 140 deg C, 30 min, 2.) 195 deg C, 2 h;69.8%
prasterone acetate
853-23-6

prasterone acetate

ethylene glycol
107-21-1

ethylene glycol

3β-acetoxy-17-cycloethylenedioxy-androst-5-ene
14456-20-3, 17921-59-4

3β-acetoxy-17-cycloethylenedioxy-androst-5-ene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In various solvent(s) at 90℃; for 1h;98%
With toluene-4-sulfonic acid; orthoformic acid triethyl ester for 2h; Reflux;97%
With montmorillonite K-10 In benzene for 7h; Heating;95%
prasterone acetate
853-23-6

prasterone acetate

3α,6β-dibromo-3β-acetoxyandrostan-17-one
53274-78-5

3α,6β-dibromo-3β-acetoxyandrostan-17-one

Conditions
ConditionsYield
With bromine In tetrachloromethane for 0.5h;97%
With tetrachloromethane; bromine at 2 - 5℃;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

prasterone acetate
853-23-6

prasterone acetate

ethyl diazo<17ξ-hydroxy-3β-acetoxy-5-androstene-17ξ-yl>acetate

ethyl diazo<17ξ-hydroxy-3β-acetoxy-5-androstene-17ξ-yl>acetate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.75h;97%
prasterone acetate
853-23-6

prasterone acetate

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

(aminooxy)acetic acid hemihydrochloride

(17E)-3β-acetoxyandrost-5-en-17-one (O-carboxymethyl)oxime
177285-06-2

(17E)-3β-acetoxyandrost-5-en-17-one (O-carboxymethyl)oxime

Conditions
ConditionsYield
In pyridine at 60℃; for 6h;97%
prasterone acetate
853-23-6

prasterone acetate

3β-acetoxy-5β,6β-epoxyandrostan-17-one
6585-68-8

3β-acetoxy-5β,6β-epoxyandrostan-17-one

Conditions
ConditionsYield
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In chlorobenzene at 140℃; under 7600 Torr;97%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In chlorobenzene at 140℃; under 7500.6 Torr; for 5h;97%
With iron(III) sulfate; potassium permanganate In dichloromethane; water; tert-butyl alcohol for 0.3h; Ambient temperature;93%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

prasterone acetate
853-23-6

prasterone acetate

C22H31F3O5S

C22H31F3O5S

Conditions
ConditionsYield
With dmap; sodium carbonate In dichloromethane at -10 - -5℃; Reagent/catalyst; Inert atmosphere;96.6%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

prasterone acetate
853-23-6

prasterone acetate

3β-acetoxyandrosta-5,16-dien-17-yl trifluoromethanesulphonate
115375-60-5

3β-acetoxyandrosta-5,16-dien-17-yl trifluoromethanesulphonate

Conditions
ConditionsYield
Stage #1: prasterone acetate With potassium carbonate In toluene; benzene at 25℃; for 0.5h;
Stage #2: trifluoromethylsulfonic anhydride In toluene; benzene at -18 - -15℃; for 20.33h; Reagent/catalyst; Solvent; Temperature;		96%
Stage #1: prasterone acetate With potassium carbonate In toluene; benzene at 25℃; for 0.5h;
Stage #2: trifluoromethylsulfonic anhydride In toluene; benzene at -18 - -15℃; for 20.33h;		96%
Stage #1: trifluoromethylsulfonic anhydride; prasterone acetate In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With 2-methoxypyridine In dichloromethane at 20 - 30℃; for 2.5h; Reagent/catalyst;		93%
prasterone acetate
853-23-6

prasterone acetate

malononitrile
109-77-3

malononitrile

(3S)-17-(dicyanomethylidene)androst-5-en-3-yl acetate
83035-78-3

(3S)-17-(dicyanomethylidene)androst-5-en-3-yl acetate

Conditions
ConditionsYield
With ammonium acetate In ethanol for 3h; Reflux;95%
With ammonium acetate In ethanol for 3h; Reflux;95%
With ammonium acetate In acetic acid; toluene for 48h; Knoevenagel Condensation; Dean-Stark; Reflux;83%
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

prasterone acetate
853-23-6

prasterone acetate

Benzoic acid (3S,7S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl ester

Benzoic acid (3S,7S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl ester

Conditions
ConditionsYield
Stage #1: prasterone acetate With copper(I) bromide In dichloromethane for 0.25h; Heating;
Stage #2: tert-Butyl peroxybenzoate In dichloromethane Heating;		95%
prasterone acetate
853-23-6

prasterone acetate

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

A

5-dehydroepiandrosterone benzenesulfonyl hydrazone

5-dehydroepiandrosterone benzenesulfonyl hydrazone

B

3-acetyl-5-dehydroepiandrosterone benzenesulfonyl hydrazone

3-acetyl-5-dehydroepiandrosterone benzenesulfonyl hydrazone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran Inert atmosphere; Reflux;A n/a
B 94%
...Expand
prasterone acetate
853-23-6

prasterone acetate

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

3-acetyl-5-dehydroepiandrosterone benzenesulfonyl hydrazone

3-acetyl-5-dehydroepiandrosterone benzenesulfonyl hydrazone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran for 3h; Inert atmosphere;94%
With toluene-4-sulfonic acid In tetrahydrofuran Inert atmosphere; Reflux;
prasterone acetate
853-23-6

prasterone acetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-[(3S)-3-acetoxyandrost-5-en-17-ylidene]-2-cyanoacetate
1588771-90-7

methyl (E)-2-[(3S)-3-acetoxyandrost-5-en-17-ylidene]-2-cyanoacetate

Conditions
ConditionsYield
With ammonium acetate In acetic acid; toluene for 48h; Knoevenagel Condensation; Dean-Stark; Reflux;94%
With ammonium acetate; acetic acid In toluene for 48h; Knoevenagel Condensation; Dean-Stark; Reflux;94%
prasterone acetate
853-23-6

prasterone acetate

3-O-acetyl-7-oxo-dehydroepiandrosterone
1449-61-2

3-O-acetyl-7-oxo-dehydroepiandrosterone

Conditions
ConditionsYield
With N-hydroxyphthalimide; sodium dichromate; chromium(III) perchlorate In water; acetonitrile at 20℃; for 48h; Product distribution / selectivity;93%
With tert.-butylhydroperoxide; N-hydroxyphthalimide; cobalt(II) acetate In acetone at 20℃; for 5h; regioselective reaction;93.7%
Stage #1: prasterone acetate With tert.-butylhydroperoxide; 3 A molecular sieve In decane; ethyl acetate at 20℃; for 0.5h;
Stage #2: With manganese triacetate In decane; ethyl acetate at 20℃; for 30h;		91%
1-(2-nitrophenyl)ethane-1,2-diol
51673-59-7

1-(2-nitrophenyl)ethane-1,2-diol

prasterone acetate
853-23-6

prasterone acetate

C29H37NO6
51673-57-5

C29H37NO6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 3h; Heating; in the dark;92%
prasterone acetate
853-23-6

prasterone acetate

3β-hydroxy-16α-bromoandrost-5-ene-17-one
1093-91-0

3β-hydroxy-16α-bromoandrost-5-ene-17-one

Conditions
ConditionsYield
With copper(ll) bromide In methanol for 8h; Heating;91%
With copper(ll) bromide In methanol Heating;91%
With copper(ll) bromide In methanol70%
prasterone acetate
853-23-6

prasterone acetate

A

3β-acetoxy-5β,6β-epoxyandrostan-17-one
6585-68-8

3β-acetoxy-5β,6β-epoxyandrostan-17-one

B

5α,6α-epoxy-17-oxoandrostan-3β-yl acetate
14545-93-8

5α,6α-epoxy-17-oxoandrostan-3β-yl acetate

Conditions
ConditionsYield
With potassium permanganate; copper(II) sulfate In dichloromethane; water; tert-butyl alcohol for 2h; Yields of byproduct given;A 90%
B n/a
With oxygen; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI) In benzene at 20℃; for 168h; Title compound not separated from byproducts;A 73%
B n/a
With potassium permanganate; acetic acid
prasterone acetate
853-23-6

prasterone acetate

benzaldehyde
100-52-7

benzaldehyde

thiourea
17356-08-0

thiourea

3β-acetoxy-3',4'-dihydropyrimidino[6',5':16,17]androst-5-ene-2'(1'H)-thione
1408324-43-5

3β-acetoxy-3',4'-dihydropyrimidino[6',5':16,17]androst-5-ene-2'(1'H)-thione

Conditions
ConditionsYield
With sodium ethanolate In isopropyl alcohol at 20℃; for 0.25h; Sonication;90%
...Expand

Dehydroepiandrosterone acetate Specification

The IUPAC name of 3-β-Hydroxyandrost-5-en-17-one acetate is [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate. With the CAS registry number 853-23-6 and EINECS 212-714-1, it is also named as Dehydroepiandrosterone acetate.The product's categories are Pharmaceutical Intermediates; Steroids; 17-Ketosteroids; Biochemistry; Hydroxyketosteroids; Chemistry. It is used to synthetize steroid hormone drugs. When using it, people should not breathe dust and avoid contact with skin and eyes. 

The other characteristics of 3-β-Hydroxyandrost-5-en-17-one acetate can be summarized as: (1)ACD/LogP: 4.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.28; (4)ACD/LogD (pH 7.4): 4.28; (5)ACD/BCF (pH 5.5): 1046.53; (6)ACD/BCF (pH 7.4): 1046.53; (7)ACD/KOC (pH 5.5): 5048.22; (8)ACD/KOC (pH 7.4): 5048.22; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.54; (14)Molar Refractivity: 92.69 cm3; (15)Molar Volume: 295 cm3; (16)Surface Tension: 42.2 dyne/cm; (17)Enthalpy of Vaporization: 69.09 kJ/mol; (18)Vapour Pressure: 9.24E-08 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 2; (21)Exact Mass: 330.219495; (22)MonoIsotopic Mass: 330.219495; (23)Topological Polar Surface Area: 43.4; (24)Heavy Atom Count: 24; (25)Complexity: 606.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(O[C@@H]4C/C3=C/C[C@@H]2[C@H](CC[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4)C
2. InChI:InChI=1/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,15-18H,5-12H2,1-3H3/t15-,16-,17-,18-,20-,21-/m0/s1
3. InChIKey:NCMZQTLCXHGLOK-ZKHIMWLXBR

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