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2755-10-4

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Basic Information
CAS No.: 2755-10-4
Name: 9beta,10alpha-pregn-4-ene-3,20-dione
Article Data: 18
Molecular Structure:
Molecular Structure of 2755-10-4 (9beta,10alpha-pregn-4-ene-3,20-dione)
Formula: C21H30 O2
Molecular Weight: 314.468
Synonyms: 9b,10a-Pregn-4-ene-3,20-dione (6CI,7CI,8CI); 9b,10a-Progesterone; Lumiprogesterone; Retroprogesterone
Density: 1.08g/cm3
Melting Point: 154-156 °C
Boiling Point: 447.2°Cat760mmHg
Flash Point: 166.7°C
PSA: 34.14000
LogP: 4.72350
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dydrogesterone

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With hydrogen; 5% Pd/CaCO3 In toluene for 1h;88%
With hydrogen; 5 wt% palladium on calcium carbonate In toluene for 1h;88%
3299-38-5

4-(diethylamino)butan-2-one

14593-46-5

sodium tert-pentoxide

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
In benzene

(S)-1-((4aS,4bR,6aS,7S,9aS,9bS)-4a,6a-dimethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydroindeno[5,4-f]chromen-7-yl)ethyl acetate

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0.5 h / -35 - -25 °C
2: sodium hydroxide; water / methanol / 1 h / 65 °C
3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / Isopropyl acetate / 6 h / 60 - 88 °C
View Scheme

(8S,9R,10S,13S,14S,17S)-17-((S)-1-hydroxyethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In Isopropyl acetate at 60 - 88℃; for 6h;

(3S,3aS,5aR,6R,9aR,9bS)-3-((S)-1-hydroxyethyl)-3a,6-dimethyldodecahydro-7H-cyclopenta[a]naphthalen-7-one

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: tert-Amyl alcohol; sodium hydroxide / 1 h / 50 °C / Inert atmosphere
1.2: 16.5 h / 50 °C
2.1: sodium hydroxide; water; N-benzyl-trimethylammonium hydroxide / 6 h / Reflux
3.1: 1.5 h / 135 °C
3.2: 1.5 h / Reflux
4.1: tetrahydrofuran / 0.5 h / -35 - -25 °C
5.1: sodium hydroxide; water / methanol / 1 h / 65 °C
6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / Isopropyl acetate / 6 h / 60 - 88 °C
View Scheme

3-((3S,3aS,5aR,6S,9aS,9bS)-3-((S)-1-hydroxyethyl)-3a,6-dimethyl-7-oxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanenitrile

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide; water; N-benzyl-trimethylammonium hydroxide / 6 h / Reflux
2.1: 1.5 h / 135 °C
2.2: 1.5 h / Reflux
3.1: tetrahydrofuran / 0.5 h / -35 - -25 °C
4.1: sodium hydroxide; water / methanol / 1 h / 65 °C
5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / Isopropyl acetate / 6 h / 60 - 88 °C
View Scheme

3-((3S,3aS,5aR,6S,9aS,9bS)-3-((S)-1-hydroxyethyl)-3a,6-dimethyl-7-oxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanoic acid

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1.5 h / 135 °C
1.2: 1.5 h / Reflux
2.1: tetrahydrofuran / 0.5 h / -35 - -25 °C
3.1: sodium hydroxide; water / methanol / 1 h / 65 °C
4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / Isopropyl acetate / 6 h / 60 - 88 °C
View Scheme
3299-38-5

4-(diethylamino)butan-2-one

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4-diethylaminobutan-3-one

20β-hydroxy-9β,10β-desA-pregnan-5-one

20β-hydroxy-9β,10β-desA-pregnan-5-one

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With sodium hydroxide; sodium ethanolate; sodium In ethanol; acetic acid
...Expand
10072-88-5

Des-A-17α-Δ9-pregnen-5,20-dion

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; methanol / -55 °C
2.1: Rh/Al2O3; hydrogenchloride; hydrogen / water; ethanol / 20 °C
3.1: sodium hydroxide / tert-butyl alcohol / 0.5 h / 20 - 55 °C / Inert atmosphere
3.2: 1 h / 50 - 55 °C
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / -10 - -5 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate / methanol
2.1: manganese(IV) oxide / dichloromethane / 20 - 55 °C
3.1: Rh/Al2O3; hydrogenchloride; hydrogen / water; ethanol / 20 °C
4.1: sodium hydroxide / tert-butyl alcohol / 0.5 h / 20 - 55 °C / Inert atmosphere
4.2: 1 h / 50 - 55 °C
5.1: chromium(VI) oxide; sulfuric acid / water; acetone / -10 - -5 °C
View Scheme

C17H28O2

2755-10-4

(9β,10α)-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: manganese(IV) oxide / dichloromethane / 20 - 55 °C
2.1: Rh/Al2O3; hydrogenchloride; hydrogen / water; ethanol / 20 °C
3.1: sodium hydroxide / tert-butyl alcohol / 0.5 h / 20 - 55 °C / Inert atmosphere
3.2: 1 h / 50 - 55 °C
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / -10 - -5 °C
View Scheme
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