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CAS No.: | 192704-56-6 |
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Name: | 11-a-Hydroxy canrenone methyl ester |
Article Data: | 6 |
Cas Database | |
Molecular Structure: | |
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Formula: | C24H32 O6 |
Molecular Weight: | 416.514 |
Synonyms: | 11a,17b-Dihydroxypregn-4-en-3-one 7a,21-dicarboxylic acid g-lactone methyl ester; 11a-Hydroxymexrenone |
Density: | 1.27±0.1 g/cm3(Predicted) |
Boiling Point: | 604.5±55.0 °C(Predicted) |
PSA: | 89.90000 |
LogP: | 2.96400 |
9α,11α-epoxy-17β-hydroxypregn-4-en-3-one-7α,21-dicarboxylic acid γ-lactone
methyl iodide
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 0 - 20℃; | 80% |
With potassium carbonate at 0 - 20℃; | 4 g |
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
sodium methylate
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
Stage #1: 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; sodium methylate for 20h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; water | 78% |
methanol
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
sodium methylate
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
Heating / reflux; | 77% |
With zinc(II) iodide |
potassium methanolate
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
In methanol at 62 - 115℃; Product distribution / selectivity; | 68% |
With Methyl formate In methanol at 60 - 115℃; for 0.05 - 11.5h; Product distribution / selectivity; | 62.6% |
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
potassium methanolate
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
In methanol for 23.5h; Heating / reflux; | 2.98 g |
Stage #1: 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; potassium methanolate In methanol at 60℃; for 7.5h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; water for 0.25h; | 25 - 27 g |
Mexrenone
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
Conditions | Yield |
---|---|
With Beuveria bassiana ATCC 7159 In water | |
With Absidia coerula ATCC 6647 In water | |
With Aspergillus niger ATCC 16888 In water |
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
methanesulfonyl chloride
methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 10 - 15℃; for 2h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; | 97.7% |
With triethylamine In dichloromethane at -5 - 5℃; for 1.5h; | 88% |
With pyridine at 5 - 20℃; for 2h; | 85% |
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester
Conditions | Yield |
---|---|
With hexafluoropropene-diethylamine adduct; diethyl-(pentafluoro-propenyl)-amine In chloroform at 30℃; for 30h; Solvent; Temperature; Reagent/catalyst; | 90% |
Stage #1: 11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone With methanesulfonyl chloride; triethylamine In dichloromethane at 5℃; for 1h; Stage #2: With formic acid; potassium formate; acetic anhydride at 70 - 95℃; for 5 - 9h; | 77% |
With 1H-imidazole; sulfuryl dichloride In tetrahydrofuran at -10 - 20℃; for 1.5h; | 71% |
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
B
7-methyl hydrogen 17α-hydroxy-3-oxopregna-4,11-diene-7α,21-dicarboxylate, γ-lactone
C
17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester
Conditions | Yield |
---|---|
Stage #1: 11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone With methanesulfonyl chloride; triethylamine In dichloromethane at 0℃; for 1.41667h; Stage #2: With formic acid; potassium formate; acetic anhydride at 40 - 95℃; for 2h; | A 2.27 g B 3.72 g C 68.8% |
Stage #1: 11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone With sulfuryl dichloride In tetrahydrofuran at -70℃; for 0.5h; Stage #2: With 1H-imidazole In tetrahydrofuran at -70 - 20℃; for 2h; | |
Stage #1: 11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone With methanesulfonyl chloride; triethylamine In dichloromethane at -5 - 0℃; for 1.33333h; Stage #2: With sodium acetate; acetic anhydride; acetic acid In dichloromethane at 55 - 135℃; for 1.5 - 2h; |
11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone