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Formestane CAS No.:566-48-3 Name: Formestane Synonyms: 4-Hydroxyandrost-4-ene-3,17-dione Molecular Structure Mol
Cas:566-48-3
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Cas:566-48-3
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LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
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inquiryChemical Name: Formestane CAS No.: 566-48-3 Molecular Fomula: C20H28O2 Molecular weight: 300.4351 Appearance:colorless liquid Assay:99%min Appearance: Colorless Liquid Storage:Preserve in well-closed, light-resistant and airtight containers. P
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Cas:566-48-3
Min.Order:10 Gram
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inquiryQingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, steroids, pharmaceutical i
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Min.Order:1 Kilogram
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Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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Cas:566-48-3
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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Min.Order:10 Gram
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Product name: Fomestane CAS No.:566-48-3 Molecule Formula:C20H28O2 Molecule Weight:300.44 Purity: 99.0% Package: 25kg/drum Description:White or off-white powder Manufacture Standards:Enterprise Standard TESTING ITEMS
Cas:566-48-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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Min.Order:1 Gram
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Min.Order:1 Milligram
Negotiable
Type:Trading Company
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Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed
4,5-epoxyandrostane-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid; silica gel; acetic acid at 70℃; for 0.05h; | 86% |
With boron trifluoride diethyl etherate In benzene for 19h; Ambient temperature; | 47% |
With formic acid for 0.75h; Heating; | 45% |
Multi-step reaction with 2 steps 1: 62 percent / aq. sodium hydroxide / 3 h / Heating 2: 53 percent / hydrochloric acid / dioxane / 24 h / Heating View Scheme |
3-hydroxy-5α-androst-2-ene-4,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol for 1h; Ambient temperature; | 80% |
With sodium In methanol at 20℃; for 1h; | 80% |
With sodium methylate In methanol |
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol for 1h; Ambient temperature; | 80% |
3β,4α-dihydroxy-5β-androstan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Stage #1: 3β,4α-dihydroxy-5β-androstan-17-one With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -60℃; for 3h; Stage #2: With sodium In methanol at 20℃; for 3h; | 80% |
Stage #1: 3β,4α-dihydroxy-5β-androstan-17-one With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride at -60℃; for 3.25h; Swern oxidation; Stage #2: With sodium methylate In methanol | |
Multi-step reaction with 2 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 80 percent / Na / methanol / 1 h / 20 °C View Scheme |
3-hydroxy-5β-androst-2-ene-4,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol at 20℃; for 1h; | 80% |
5α/β-androst-3-en-17-one
A
Androstenedione
B
androstane-3,17-dione
C
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multistep reaction; | A n/a B n/a C 54% |
4-methoxy-4-androstene-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane for 24h; Heating; | 53% |
acetic acid
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
2alpha-Hydroxyandrost-4-ene-3,17-dione
D
4-hydroxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.58 g D 0.7 g |
acetic acid
4,5-epoxyandrostane-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2alpha-Hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4h,b) 4 deg C, 12 h; Further byproducts given; | A 52% B 0.58 g C 0.7 g D 3% |
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
2alpha-Hydroxyandrost-4-ene-3,17-dione
D
4-hydroxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.58 g D 0.7 g |
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4h , b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.7 g D 3% |
4,5-epoxyandrostane-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2alpha-Hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a> RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 52% B 0.58 g C 0.7 g D 3% |
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid for 18h; Ambient temperature; | 50% |
With pyridine; hydrogen fluoride at 55℃; |
acetic acid
4,5-epoxyandrost-9(11)-ene-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2α-hydroxyandrost-4,9(11)-diene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
2α-acetoxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
4,5-epoxyandrost-9(11)-ene-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2α-hydroxyandrost-4,9(11)-diene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
2α-acetoxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12h; | A 13.6% B n/a C 390 mg D 9% |
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
With sulfuric acid In acetic acid a) RT, 4h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid; dihydrogen peroxide 1a) 0 to 4 deg C, 30 min, MeOH, 1b) 5 to 7 deg C, 22 h, MeOH, 2) HOAc, RT, 45 min; Yield given. Multistep reaction; | |
Multi-step reaction with 4 steps 1: 60 percent / Zn; AcOH / 0.25 h / 118 °C 2: 96 percent / aq. H2O2; HCO2H / 1 h / 20 °C 3: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 4: NaOMe / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme | |
Multi-step reaction with 2 steps 1: osmium tetroxide, 35percent H2O2 / 2-methyl-propan-2-ol / 72 h / Ambient temperature 2: potassium hydroxide / methanol / 0.17 h / 55 °C View Scheme | |
Multi-step reaction with 2 steps 1: osmium(VIII) oxide; dihydrogen peroxide / tert-butyl alcohol / 72 h / 20 °C 2: potassium hydroxide / methanol / 0.17 h / 55 °C View Scheme |
4ξ,5-dihydroxy-5ξ-androstane-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 55℃; for 0.166667h; Yield given; | |
With potassium hydroxide In methanol at 55℃; for 0.166667h; | 0.452 g |
5α-androst-3-en-17β-ol
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / aq. H2O2; HCO2H / 1 h / 20 °C 2: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 3: NaOMe / methanol View Scheme | |
Multi-step reaction with 3 steps 1: 96 percent / H2O2; formic acid / CH2Cl2; H2O / 1 h / 20 °C 2: 98 percent / TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 3: 80 percent / Na / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1.) 30percent H2O2, 90percent aq. HCOOH 2.) aq. NaOH / 1.) r.t., 1 h, 2.) MeOH, 2: 1.) DMSO, TFAA 2.) NEt3 / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C, 15 min; -60 deg C to 5 deg C 3: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
5α/β-androst-3-en-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aq. H2O2; HCO2H / CH2Cl2 / 6 h / 20 °C 2.1: 48 percent / HCO2H / 0.5 h / 20 °C 3.1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 3.2: NaOMe / methanol View Scheme |
CGP 79318
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 2: NaOMe / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 98 percent / TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 80 percent / Na / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1.) DMSO, TFAA 2.) NEt3 / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C, 15 min; -60 deg C to 5 deg C 2: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
3β,4β-epoxy-5β-androstan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 48 percent / HCO2H / 0.5 h / 20 °C 2.1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 2.2: NaOMe / methanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Na / methanol / 1 h / 20 °C 2: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme |
3β,5β-dihydroxyandrostan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme | |
Multi-step reaction with 4 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: Na / methanol / 1 h / 20 °C 3: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme |
3α,4β-dihydroxy-5β-androstane-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 80 percent / Na / methanol / 1 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: 1) DMSO, trifluoroacetic anhydride, 2) Et3N / 1) CH2Cl2, -60 deg C, 3 h, 2) CH3Cl2, -60 deg C, 15 min, -60 deg C to 5 deg C 3: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) DMSO, trifluoroacetic anhydride, 2) Et3N / 1) CH2Cl2, -60 deg C, 3 h, 2) CH3Cl2, -60 deg C, 15 min, -60 deg C to 5 deg C 2: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Jones reagent / acetone / -20 °C 2: osmium(VIII) oxide; dihydrogen peroxide / tert-butyl alcohol / 72 h / 20 °C 3: potassium hydroxide / methanol / 0.17 h / 55 °C View Scheme |
4-hydroxyandrost-4-ene-3,17-dione
acetyl chloride
3,17-dioxoandrost-4-en-4-yl acetate
Conditions | Yield |
---|---|
In pyridine for 3h; cooling; | 98% |
With pyridine at 0 - 20℃; for 21.5h; | 72% |
Conditions | Yield |
---|---|
In acetonitrile for 2h; Substitution; Heating; | 85% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water for 1h; Ambient temperature; | 79% |
acetic anhydride
4-hydroxyandrost-4-ene-3,17-dione
3,17-dioxoandrost-4-en-4-yl acetate
Conditions | Yield |
---|---|
With pyridine Ambient temperature; | 67% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water for 0.166667h; Ambient temperature; | 66% |
4-hydroxyandrost-4-ene-3,17-dione
4-hydroxy-16-oximino-4-androsten-3,17-dione
Conditions | Yield |
---|---|
With n-Amyl nitrite; potassium tert-butylate In tert-butyl alcohol for 2h; | 55% |
carbon monoxide
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With di(rhodium)tetracarbonyl dichloride In 1,2-dichloro-benzene at 130℃; under 760.051 Torr; for 96h; Glovebox; | 55% |
With di(rhodium)tetracarbonyl dichloride; tris(pentafluorophenyl)phosphine In 1,2-dichloro-benzene at 130℃; for 96h; | 55% |
4-hydroxyandrost-4-ene-3,17-dione
benzoyl chloride
Benzoic acid (8R,9S,10R,13S,14S)-10,13-dimethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl ester
Conditions | Yield |
---|---|
With pyridine Ambient temperature; | 48% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 48h; Reflux; Dean-Stark; | 47% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; | 40% |
4,5-epoxyandrostane-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid; silica gel; acetic acid at 70℃; for 0.05h; | 86% |
With boron trifluoride diethyl etherate In benzene for 19h; Ambient temperature; | 47% |
With formic acid for 0.75h; Heating; | 45% |
Multi-step reaction with 2 steps 1: 62 percent / aq. sodium hydroxide / 3 h / Heating 2: 53 percent / hydrochloric acid / dioxane / 24 h / Heating View Scheme |
3-hydroxy-5α-androst-2-ene-4,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol for 1h; Ambient temperature; | 80% |
With sodium In methanol at 20℃; for 1h; | 80% |
With sodium methylate In methanol |
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol for 1h; Ambient temperature; | 80% |
3β,4α-dihydroxy-5β-androstan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Stage #1: 3β,4α-dihydroxy-5β-androstan-17-one With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -60℃; for 3h; Stage #2: With sodium In methanol at 20℃; for 3h; | 80% |
Stage #1: 3β,4α-dihydroxy-5β-androstan-17-one With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride at -60℃; for 3.25h; Swern oxidation; Stage #2: With sodium methylate In methanol | |
Multi-step reaction with 2 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 80 percent / Na / methanol / 1 h / 20 °C View Scheme |
3-hydroxy-5β-androst-2-ene-4,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With sodium In methanol at 20℃; for 1h; | 80% |
5α/β-androst-3-en-17-one
A
Androstenedione
B
androstane-3,17-dione
C
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multistep reaction; | A n/a B n/a C 54% |
4-methoxy-4-androstene-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane for 24h; Heating; | 53% |
acetic acid
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
2alpha-Hydroxyandrost-4-ene-3,17-dione
D
4-hydroxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.58 g D 0.7 g |
acetic acid
4,5-epoxyandrostane-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2alpha-Hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4h,b) 4 deg C, 12 h; Further byproducts given; | A 52% B 0.58 g C 0.7 g D 3% |
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
2alpha-Hydroxyandrost-4-ene-3,17-dione
D
4-hydroxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.58 g D 0.7 g |
4,5-epoxyandrostane-3,17-dione
A
2α-acetoxyandrost-4-ene-3,17-dione
B
4-hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4h , b) 4 deg C, 12 h; Further byproducts given; | A 23% B 52% C 0.7 g D 3% |
4,5-epoxyandrostane-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2alpha-Hydroxyandrost-4-ene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
4α-acetoxy-5α-hydroxyandrostane-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a> RT, 4 h, b) 4 deg C, 12 h; Further byproducts given; | A 52% B 0.58 g C 0.7 g D 3% |
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid for 18h; Ambient temperature; | 50% |
With pyridine; hydrogen fluoride at 55℃; |
acetic acid
4,5-epoxyandrost-9(11)-ene-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2α-hydroxyandrost-4,9(11)-diene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
2α-acetoxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid a) RT, 4h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
4,5-epoxyandrost-9(11)-ene-3,17-dione
A
4-hydroxyandrost-4-ene-3,17-dione
B
2α-hydroxyandrost-4,9(11)-diene-3,17-dione
C
4-hydroxyandrost-4,9(11)-diene-3,17-dione
D
2α-acetoxyandrost-4,9(11)-diene-3,17-dione
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12h; | A 13.6% B n/a C 390 mg D 9% |
With sulfuric acid In acetic acid a) RT, 4 h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
With sulfuric acid In acetic acid a) RT, 4h, b) 4 deg C, 12 h; | A 13.6% B n/a C 390 mg D 9% |
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid; dihydrogen peroxide 1a) 0 to 4 deg C, 30 min, MeOH, 1b) 5 to 7 deg C, 22 h, MeOH, 2) HOAc, RT, 45 min; Yield given. Multistep reaction; | |
Multi-step reaction with 4 steps 1: 60 percent / Zn; AcOH / 0.25 h / 118 °C 2: 96 percent / aq. H2O2; HCO2H / 1 h / 20 °C 3: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 4: NaOMe / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme | |
Multi-step reaction with 2 steps 1: osmium tetroxide, 35percent H2O2 / 2-methyl-propan-2-ol / 72 h / Ambient temperature 2: potassium hydroxide / methanol / 0.17 h / 55 °C View Scheme | |
Multi-step reaction with 2 steps 1: osmium(VIII) oxide; dihydrogen peroxide / tert-butyl alcohol / 72 h / 20 °C 2: potassium hydroxide / methanol / 0.17 h / 55 °C View Scheme |
4ξ,5-dihydroxy-5ξ-androstane-3,17-dione
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 55℃; for 0.166667h; Yield given; | |
With potassium hydroxide In methanol at 55℃; for 0.166667h; | 0.452 g |
5α-androst-3-en-17β-ol
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / aq. H2O2; HCO2H / 1 h / 20 °C 2: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 3: NaOMe / methanol View Scheme | |
Multi-step reaction with 3 steps 1: 96 percent / H2O2; formic acid / CH2Cl2; H2O / 1 h / 20 °C 2: 98 percent / TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 3: 80 percent / Na / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1.) 30percent H2O2, 90percent aq. HCOOH 2.) aq. NaOH / 1.) r.t., 1 h, 2.) MeOH, 2: 1.) DMSO, TFAA 2.) NEt3 / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C, 15 min; -60 deg C to 5 deg C 3: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
5α/β-androst-3-en-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aq. H2O2; HCO2H / CH2Cl2 / 6 h / 20 °C 2.1: 48 percent / HCO2H / 0.5 h / 20 °C 3.1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 3.2: NaOMe / methanol View Scheme |
CGP 79318
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 2: NaOMe / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 98 percent / TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 80 percent / Na / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1.) DMSO, TFAA 2.) NEt3 / 1.) CH2Cl2, -60 deg C, 10 min, 2.) -60 deg C, 15 min; -60 deg C to 5 deg C 2: 80 percent / Na / methanol / 1 h / Ambient temperature View Scheme |
3β,4β-epoxy-5β-androstan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 48 percent / HCO2H / 0.5 h / 20 °C 2.1: dimethyl sulfoxide; (CF3CO)2O; Et3N / 3.25 h / -60 °C 2.2: NaOMe / methanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Na / methanol / 1 h / 20 °C 2: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme |
3β,5β-dihydroxyandrostan-17-one
4-hydroxyandrost-4-ene-3,17-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme | |
Multi-step reaction with 4 steps 1: TFAA; Et3N; DMSO / CH2Cl2 / 3 h / -60 °C 2: Na / methanol / 1 h / 20 °C 3: 467 mg / Zn; glacial acetic acid / 0.17 h View Scheme |
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