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192569-17-8

Basic Information
CAS No.: 192569-17-8
Name: 11-alpha-Hydroxycarvenone
Molecular Structure:
Molecular Structure of 192569-17-8 (11-alpha-Hydroxycarvenone)
Formula: C22H28O4
Molecular Weight: 356.46
Synonyms: (11a,17a)-11,17-Dihydroxy-3-oxo-pregna-4,6-diene-21-carboxylic acid;
EINECS: 606-276-4
Density: 1.25 g/cm3
Melting Point: 232-234°C
Boiling Point: 584.7 °C at 760 mmHg
Flash Point: 207.3 °C
Solubility:
Appearance: yellow crystalline solid
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 63.60000
LogP: 3.34090
Synthetic route
976-71-6

canrenone

192569-17-8

11α-hydroxyl canrenone

Conditions
ConditionsYield
With D-glucose; peptone In water90%
With D-glucose In water for 72h;80%
With D-glucose In water for 72h;80%
Reaxys ID: 13210058

Reaxys ID: 13210058

192569-17-8

11α-hydroxyl canrenone

976-71-6

canrenone

A

192569-17-8

11α-hydroxyl canrenone

B

1363502-03-7

C22H28O5

Conditions
ConditionsYield
With Aspergillus ochraceus SIT34205 at 28℃; for 50h;
192569-17-8

11α-hydroxyl canrenone

124-63-0

methanesulfonyl chloride

209253-91-8

11α-(methylsulphonyl)oxy-canrenone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 2h;98%
192569-17-8

11α-hydroxyl canrenone

75-52-5

nitromethane

1398078-03-9

11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

Conditions
ConditionsYield
With benzalkonium chloride; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 48h; stereoselective reaction;90%
With benzalkonium chloride; potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 48h; Reagent/catalyst;90%
534-22-5

2-methylfuran

192569-17-8

11α-hydroxyl canrenone

610785-47-2

11α,17β-dihydroxy-7α-(5'-methyl-2'-furyl)-3-oxo-pregn-4-ene-21-carboxylic acid γ-lactone

Conditions
ConditionsYield
With ethanol; boron trifluoride diethyl etherate In nitromethane; dichloromethane at -17℃; for 20h;86.2%
With ethanol; boron trifluoride diethyl etherate In nitromethane at -20 - -17℃; for 20h;
192569-17-8

11α-hydroxyl canrenone

75-52-5

nitromethane

A

1398078-03-9

11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

B

1398078-09-5

11β,17β-dihydroxy-7β-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; Reagent/catalyst; Temperature; Time;A 25%
B 15%
192569-17-8

11α-hydroxyl canrenone

143-33-9

sodium cyanide

192704-54-4

4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile

Conditions
ConditionsYield
With sulfuric acid In ISOPROPYLAMIDE; water at 95℃; for 18.5h;3 g
192569-17-8

11α-hydroxyl canrenone

610785-45-0

5α,17β-dihydroxy-3-oxo-pregn-9(11)-ene-7α,21-dicarboxylic acid bis-γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / dichloromethane / 2 h / 0 °C
2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C
3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran
4: potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate / tetrahydrofuran; methanol; water / 14 h / 20 - 50 °C
5: methyltrifluoromethyldioxirane / dichloromethane / 2 h / -25 °C
6: dipyridinium dichromate / dichloromethane / 20 °C / Molecular sieve
View Scheme
192569-17-8

11α-hydroxyl canrenone

C28H42O4Si

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 2 h / 0 °C
2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C
3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran
View Scheme
192569-17-8

11α-hydroxyl canrenone

1263102-65-3

17β-hydroxy-7α-methylene-5α-oxo-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 2 h / 0 °C
2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C
3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran
4: potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate / tetrahydrofuran; methanol; water / 14 h / 20 - 50 °C
View Scheme
192569-17-8

11α-hydroxyl canrenone

1263102-67-5

17β-hydroxy-7α-(1'-hydroxy)methylene-5α-oxo-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / dichloromethane / 2 h / 0 °C
2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C
3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran
4: potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate / tetrahydrofuran; methanol; water / 14 h / 20 - 50 °C
5: methyltrifluoromethyldioxirane / dichloromethane / 2 h / -25 °C
View Scheme
192569-17-8

11α-hydroxyl canrenone

95716-71-5

Δ9(11)-canrenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 2 h / 0 °C
2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C
View Scheme
192569-17-8

11α-hydroxyl canrenone

107724-20-9

eplerenone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
5.1: potassium formate; formic acid / acetic anhydride / 100 °C
6.1: trichloroacetamide; dihydrogen peroxide; dipotassium hydrogenphosphate / dichloromethane / 10 - 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
5.1: potassium formate; formic acid / acetic anhydride / 100 °C
6.1: trichloroacetamide; dihydrogen peroxide; dipotassium hydrogenphosphate / dichloromethane / 10 - 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: potassium carbonate; benzalkonium chloride; nitromethane / N,N-dimethyl-formamide / 48 h / 90 °C
3.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
3.2: 4 h
4.1: potassium carbonate / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 °C
6.1: potassium formate; formic acid / acetic anhydride / 100 °C
7.1: trichloroacetamide; dihydrogen peroxide; dipotassium hydrogenphosphate / dichloromethane / 10 - 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 - 100 °C
2.1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / acetone / 0 - 20 °C
4.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
5.1: acetic anhydride; potassium formate; formic acid / 19 h / 70 - 100 °C / Inert atmosphere
6.1: dipotassium hydrogenphosphate; dihydrogen peroxide; trichloroacetamide / dichloromethane / 24 h / 0 - 15 °C / pH 9
View Scheme
192569-17-8

11α-hydroxyl canrenone

192704-56-6

11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: potassium carbonate; benzalkonium chloride; nitromethane / N,N-dimethyl-formamide / 48 h / 90 °C
3.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
3.2: 4 h
4.1: potassium carbonate / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 - 100 °C
2.1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / acetone / 0 - 20 °C
View Scheme
192569-17-8

11α-hydroxyl canrenone

192704-58-8

methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: potassium carbonate; benzalkonium chloride; nitromethane / N,N-dimethyl-formamide / 48 h / 90 °C
3.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
3.2: 4 h
4.1: potassium carbonate / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 °C
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 - 100 °C
2.1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / acetone / 0 - 20 °C
4.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
192569-17-8

11α-hydroxyl canrenone

95716-70-4

17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
5.1: potassium formate; formic acid / acetic anhydride / 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0 °C
5.1: potassium formate; formic acid / acetic anhydride / 100 °C
View Scheme
Multi-step reaction with 6 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: potassium carbonate; benzalkonium chloride; nitromethane / N,N-dimethyl-formamide / 48 h / 90 °C
3.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
3.2: 4 h
4.1: potassium carbonate / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 °C
6.1: potassium formate; formic acid / acetic anhydride / 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 - 100 °C
2.1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 45 °C
2.2: 4 h
3.1: potassium carbonate / acetone / 0 - 20 °C
4.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
5.1: acetic anhydride; potassium formate; formic acid / 19 h / 70 - 100 °C / Inert atmosphere
View Scheme
192569-17-8

11α-hydroxyl canrenone

209253-72-5

9α,11α-epoxy-17β-hydroxypregn-4-en-3-one-7α,21-dicarboxylic acid γ-lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
View Scheme
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
2.2: 4 h
View Scheme
Multi-step reaction with 3 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: potassium carbonate; benzalkonium chloride; nitromethane / N,N-dimethyl-formamide / 48 h / 90 °C
3.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C
3.2: 4 h
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 - 100 °C
2.1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 45 °C
2.2: 4 h
View Scheme
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  • 11-alpha-Hydroxycarvenone CAS NO.192569-17-8

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    11-alpha-Hydroxycarvenone CAS NO.192569-17-8

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  • 192569-17-8	11-alpha-Hydroxycarvenone

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    192569-17-8 11-alpha-Hydroxycarvenone

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    MSDS/COA Download

    BLOOM TECH Advanced API/Technology support 11-alpha-Hydroxycarvenone CAS 192569-17-8

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    11-alpha-Hydroxycarvenone CAS No.:192569-17-8 Name: 11-alpha-Hydroxycarvenone Synonyms: (11a,17a)-11,17-Dihydroxy-3-oxo-pregna-4,6-diene-21-carboxylic acid Molecular Structure Molecular For

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  • 11-alpha-Hydroxycarvenone 192569-17-8

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Specification

The 11-alpha-Hydroxycarvenone, with the CAS registry number 192569-17-8, is also known as (11α,17α)-11,17-Dihydroxy-3-oxo-pregna-4,6-diene-21-carboxylic acid. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals; Steroids. This chemical's molecular formula is C22H28O4 and molecular weight is 356.46. Its IUPAC name is called (10R,11R,13S,17R)-11-hydroxy-10,13-dimethyl-spiro[2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-tetrahydrofuran]-2',3-dione.

Physical properties of 11-alpha-Hydroxycarvenone: (1)ACD/LogP: 1.21; (2)ACD/LogD (pH 5.5): 1.21; (3)ACD/LogD (pH 7.4): 1.21; (4)ACD/BCF (pH 5.5): 4.86; (5)ACD/BCF (pH 7.4): 4.86; (6)ACD/KOC (pH 5.5): 107.91; (7)ACD/KOC (pH 7.4): 107.91; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.598; (12)Molar Refractivity: 96.74 cm3; (13)Molar Volume: 283.4 cm3; (14)Surface Tension: 52.6 dyne/cm; (15)Density: 1.25 g/cm3; (16)Flash Point: 207.3 °C; (17)Enthalpy of Vaporization: 100.3 kJ/mol; (18)Boiling Point: 584.7 °C at 760 mmHg; (19)Vapour Pressure: 4.14E-16 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@]12CCC(=O)C=C1C=CC3C2[C@@H](C[C@]4(C3CC[C@@]45CCC(=O)O5)C)O
(2)InChI: InChI=1/C22H28O4/c1-20-8-5-14(23)11-13(20)3-4-15-16-6-9-22(10-7-18(25)26-22)21(16,2)12-17(24)19(15)20/h3-4,11,15-17,19,24H,5-10,12H2,1-2H3/t15?,16?,17-,19?,20+,21+,22-/m1/s1
(3)InChIKey: RJTDWMKVQUPGSY-GOAYFHFKBJ