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inquiry(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol 1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5.
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inquiryESTETROL CAS:15183-37-6 Qingdao 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, s
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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
Zibo 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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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrolAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportati
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(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrolAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportati
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inquiry15α-hydroxyestriol
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20 - 25℃; for 3h; Inert atmosphere; | 97.22% |
With potassium carbonate at 25℃; for 4h; | 13 g |
15α-hydroxyestriol
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20 - 25℃; for 3h; Inert atmosphere; | 97% |
15α-hydroxyestriol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 40 - 45℃; for 2h; | 94% |
15α-hydroxyestriol
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20℃; for 4h; | 92.5% |
Stage #1: 17-acetyl estetrol With methanol; potassium carbonate at 20℃; for 4h; Stage #2: With hydrogenchloride In chloroform; water | 92.5% |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Stage #1: 3-benzoyloxy-17β-(1-butoxyethoxy)estra-1,3,5(10),15-tetraene With trimethylamine-N-oxide In tetrahydrofuran at 50 - 55℃; Stage #2: With potassium carbonate In tetrahydrofuran; water | 91.7% |
Multi-step reaction with 2 steps 1: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 2: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Stage #1: 3,17β-O-bis(tetrahydro-2H-pyran-2-yl)-Δ-15-estradiol With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; Stage #2: With toluene-4-sulfonic acid at 40℃; pH=4; | 40% |
3,17β-diacetoxyestra-1,3,5(10)-triene-15α,16α-diol
15α-hydroxyestriol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 4℃; for 24h; | 21 mg |
15-dehydroestradiol 3,17-diacetate
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 46 percent / OsO4 / benzene; pyridine / Ambient temperature 2: 21 mg / 1 N NaOH / methanol / 24 h / 4 °C View Scheme |
15α-hydroxyestriol
Estrone
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: potassium carbonate / dichloromethane; methanol / 16 h / Reflux 2.1: triethylamine / dichloromethane / 1 h / 20 °C 3.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C 4.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C 4.2: 2 h / 0 - 8 °C 5.1: pyridine / dmap / 2 h / 20 °C 6.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 7.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 8.1: potassium carbonate; methanol / 4 h / 20 °C View Scheme | |
Multi-step reaction with 10 steps 1: triethylamine / dichloromethane / 20 - 30 °C 2: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 3: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 4: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 5: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 6: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 7: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 8: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 9: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 10: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: triethylamine / dichloromethane / 20 - 30 °C 2.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 3.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 4.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 5.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 6.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 7.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 8.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 8.2: 40 °C / pH 4 View Scheme |
(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C 1.2: 2 h / 0 - 8 °C 2.1: pyridine / dmap / 2 h / 20 °C 3.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 4.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 5.1: potassium carbonate; methanol / 4 h / 20 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine / dmap / 2 h / 20 °C 2: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 3: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 4: potassium carbonate; methanol / 4 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 24 h / 20 - 25 °C / Inert atmosphere 2: acetic anhydride; pyridine / 1.42 h / 0 - 10 °C 3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 - 25 °C / 760.05 Torr 4: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 24 h / 20 - 25 °C / Inert atmosphere 2: triethylamine; dmap / dichloromethane / 2 h / Inert atmosphere 3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr 4: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: osmium(VIII) oxide; trimethylamine-N-oxide / tetrahydrofuran / 16 h / 50 °C / Inert atmosphere 2: dmap / pyridine / 4 h / 25 °C 3: palladium 10% on activated carbon; hydrogen / methanol / 22 h / 45 °C / 2250.23 Torr 4: potassium carbonate / 4 h / 25 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 2: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 3: potassium carbonate; methanol / 4 h / 20 °C View Scheme |
3-benzyloxyestra-1,3,5(10)-trien-17-one
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triethylamine / dichloromethane / 1 h / 20 °C 2.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C 3.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C 3.2: 2 h / 0 - 8 °C 4.1: pyridine / dmap / 2 h / 20 °C 5.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 6.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 7.1: potassium carbonate; methanol / 4 h / 20 °C View Scheme |
3-benzyloxy-17-trimethylsilyloxy-estra-1,3,5(10),16-tetraene
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C 2.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C 2.2: 2 h / 0 - 8 °C 3.1: pyridine / dmap / 2 h / 20 °C 4.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 5.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 6.1: potassium carbonate; methanol / 4 h / 20 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Stage #1: 3,17β-O-bis(methoxymethyl)-Δ-15-estradiol With trimethylamine-N-oxide In tetrahydrofuran at 50 - 55℃; Stage #2: With acetic acid In tetrahydrofuran; water Reagent/catalyst; | 0.26 g |
estrone 3-benzoate
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 2.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 3.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 4.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 5.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 6.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 7.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 7.2: 40 °C / pH 4 View Scheme | |
Multi-step reaction with 7 steps 1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 6: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 7 steps 1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 6: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 8 steps 1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 6: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 7: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 8: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 9 steps 1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C 2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 6: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 7: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 8: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 9: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 2.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 3.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 4.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 5.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 6.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 6.2: 40 °C / pH 4 View Scheme | |
Multi-step reaction with 6 steps 1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 6 steps 1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 5: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 7 steps 1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 5: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 6: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 8 steps 1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C 2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 5: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 6: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 8: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 2.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 4.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 5.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 5.2: 40 °C / pH 4 View Scheme | |
Multi-step reaction with 5 steps 1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 4: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 5 steps 1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 6 steps 1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 4: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 5: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 7 steps 1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C 2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 4: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 5: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 7: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 3: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 4 steps 1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 5 steps 1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 3: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 4: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 6 steps 1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 3: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 4: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 6: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C 2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 3.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 4.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 4.2: 40 °C / pH 4 View Scheme |
3-hydroxyestra-1,3,5(10),15-tetraen-17-one
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 3 steps 1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 2: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 4 steps 1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 2: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 5 steps 1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 2: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 5: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C 2.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 3.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 3.2: 40 °C / pH 4 View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 3: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme |
estra-1,3,5(10),15-tetraene-3,17β-diol
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 2: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere 2: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere 3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C 4: sodium hydroxide / methanol / 2 h / 40 - 45 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve 2.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C 2.2: 40 °C / pH 4 View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine; dmap / ethyl acetate / 3 h / 35 - 40 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr 3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: dmap / pyridine / 4 h / 25 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 22 h / 45 °C / 2250.23 Torr 3: potassium carbonate / 4 h / 25 °C View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr 2: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine; dmap / dichloromethane / 2 h / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr 3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: acetic anhydride; pyridine / 1.42 h / 0 - 10 °C 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 - 25 °C / 760.05 Torr 3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere View Scheme |
4-bromoethylbutanoate
15α-hydroxyestriol
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 80℃; for 1h; Alkylation; | 206 mg |
15α-hydroxyestriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 206 mg / K2CO3 / dimethylsulfoxide / 1 h / 80 °C 2: 151 mg / 5 N aq. NaOH / methanol / 14 h / 4 °C View Scheme |
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