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Cas:13209-41-1
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inquiryHenan 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:13209-41-1
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
Cas:13209-41-1
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran
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17.alpha.,21-Dihydroxy-16.alpha.-methylpregna-1,4,9(11)-triene-3,20-dioneAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by e
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryStock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryBest Seller, High Quality, Competitive Price, Fast Delivery, Quick ResponseAppearance:powder, or liquid Storage:Stored in room temperature, ventilated place Package:Bottle, barrel, cargo, container, etc. Application:Pharmaceuticals, intermediates, AP
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fast delivery Hot sale 13209-41-1 Reliable quality Vamorolone Vamorolone (VBP15) is a first-in-class, orally active dissociative steroidal anti-inflammatory drug and membrane-stabilizer. Vamorolone improves muscular dystrophy without side effects. V
Cas:13209-41-1
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inquiryJoyinchem have been committed to chemical supply for several years and have built good cooperation records with multinational chemical corporations and importers from all over the world. Our services include:-Spot goods-Contract manufacturing-Custom
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inquiryFINETECH INDUSTRY LIMITED is a LONDON based CRO company providing drug discovery & development services to worldwide clients. FINETECH INDUSTRY LIMITED supplies the 16a-Methyl-9,11-dehydro Prednisolone, CAS:13209-41-1 with the most competitive price
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inquiryPregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)- Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Transportation:By Sea,by Air,By courier like
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inquiryImpurities from EP, CP, USP, JP, IP and independent R&D Package:10mg, 25mg, 50mg, 100mg, Other scale please send an equiry Application:For research and development purpose Port:Guangzhou
Cas:13209-41-1
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Cas:13209-41-1
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inquiryPregna-1,4,9(11)-triene-3,20-dione,17,21-dihydroxy-16-methyl-, (16a)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with car
Cas:13209-41-1
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inquiryHigh purity Application:Pharmaceutical intermediates, Material synthesis and analyzing the expectant ingredients
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
With hydrogenchloride In pentan-1-ol | 80% |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C 2: hydrogenchloride / pentan-1-ol View Scheme |
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloromethane; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere 1.2: 3 h / 20 °C / Inert atmosphere 1.3: -50 °C / Inert atmosphere 2.1: acetic acid; peracetic acid / toluene / 0.5 h / -10 °C / Inert atmosphere 3.1: potassium carbonate; water / methanol / 0 - 20 °C View Scheme |
17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
With water; potassium carbonate In methanol at 0 - 20℃; |
methanesulfonyl chloride
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Methanesulfonic acid 2-((8S,10S,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester
Conditions | Yield |
---|---|
With pyridine at 0 - 2℃; for 1.5h; | 85% |
formaldehyd
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxypregn-1,4,9(11)-triene-3-one
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane Ambient temperature; | 74% |
methanesulfonyl chloride
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
With dmap In dichloromethane for 4h; Heating; | A 69% B 1.1% |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
With dmap; methanesulfonyl chloride In dichloromethane for 4h; Heating; | A 69% B 1.1% |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
With Vilsmeier reagent; water 1.) toluene, from -3 deg C to 2 deg C, 3 h, 2.) toluene, 5 deg C; Yield given. Multistep reaction; |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione 17-(2'-furoate)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 70 percent / KF / dimethylformamide / 4 h / 124 °C 3: 23 percent / 4-DMAP / CH2Cl2 / 27 h / 40 °C View Scheme | |
Multi-step reaction with 3 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 70 percent / KF / dimethylformamide / 4 h / 124 °C 3: 58 percent / 4-DMAP / CH2Cl2 / 20 h / Ambient temperature View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
9α,11β-dichloro-21-fluoro-17α-hydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 17-(2'-furoate)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 70 percent / KF / dimethylformamide / 4 h / 124 °C 3: 23 percent / 4-DMAP / CH2Cl2 / 27 h / 40 °C 4: 72 percent / Cl2, pyridine hydrochloride / CCl4; CH2Cl2 / -35 °C View Scheme | |
Multi-step reaction with 4 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 70 percent / KF / dimethylformamide / 4 h / 124 °C 3: 58 percent / 4-DMAP / CH2Cl2 / 20 h / Ambient temperature 4: 72 percent / Cl2, pyridine hydrochloride / CCl4; CH2Cl2 / -35 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
C22H26O3
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 17 percent / KF / dimethylformamide / 4 h / 124 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
21-fluoro-17α-hydroxy-16α-methyl-1,4,9(11)-ppregnatriene-3,30-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / pyridine / 1.5 h / 0 - 2 °C 2: 70 percent / KF / dimethylformamide / 4 h / 124 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
dexamethasone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 3: 87 percent / potassium acetate / ethanol; dioxane / 19 h / Heating 4: 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
C18H24O6
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
des-A,B-9-keto-16α-methyl-17α,20;20,21-bismethylenedioxypregn-8α-propionic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-5(10)-en-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10)-trien-3-ol 3-methyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-2,5(10)-dien-3-ol 3-methyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-4,9(10)-diene-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-9β,11β-oxido-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 3: 87 percent / potassium acetate / ethanol; dioxane / 19 h / Heating View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
16α-methyl-17α,20;20,21-bismethylenedioxy-19-norpregn-1,3,5(10),9(11)-tetraen-3-ol 3-methyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
9α-bromo-11β-hydroxy-16α-methyl-17α,20;20,21-bismethylenedioxy-pregna-1,4-diene-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: 95 percent / 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
C21(13)C3H30O5
Conditions | Yield |
---|---|
Multi-step reaction with 15 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h 11: sodium t-amyloxide / toluene / 0.67 h / Heating 12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C 13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 18 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h 11: sodium t-amyloxide / toluene / 0.67 h / Heating 12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C 13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature 16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 17: potassium acetate / ethanol; dioxane / 19 h / Heating 18: 73 percent / 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 17 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h 11: sodium t-amyloxide / toluene / 0.67 h / Heating 12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C 13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature 16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 17: potassium acetate / ethanol; dioxane / 19 h / Heating View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 16 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h 11: sodium t-amyloxide / toluene / 0.67 h / Heating 12: 75 percent / glacial AcOH / H2O / 1.25 h / 65 °C 13: 82 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature 16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; 2.) THF, -78 deg C, 4 h, then room temp., 15 h View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 15 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: n-BuLi / tetrahydrofuran / -78 °C 11: 25 percent / sodium t-amyloxide / toluene / Heating 12: glacial AcOH / H2O / 1.25 h / 65 °C 13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 18 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: n-BuLi / tetrahydrofuran / -78 °C 11: 25 percent / sodium t-amyloxide / toluene / Heating 12: glacial AcOH / H2O / 1.25 h / 65 °C 13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature 16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 17: potassium acetate / ethanol; dioxane / 19 h / Heating 18: 48percent hydrofluoric acid / ethanol; tetrahydrofuran / 20 h / 0 °C View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 17 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: n-BuLi / tetrahydrofuran / -78 °C 11: 25 percent / sodium t-amyloxide / toluene / Heating 12: glacial AcOH / H2O / 1.25 h / 65 °C 13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature 14: LDA / tetrahydrofuran 15: sodium metaperiodate / tetrahydrofuran; methanol; H2O / 2.5 h / Ambient temperature 16: 0.4M perchloric acid, N-bromoacetamide / dioxane / 15 h / Ambient temperature 17: potassium acetate / ethanol; dioxane / 19 h / Heating View Scheme |
(8S,10S,13S,14S,16R,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 74 percent / HCl / CH2Cl2 / Ambient temperature 2: Zn / dimethylformamide; H2O / 145-147 deg C, 30 min; room temp., 2 h 3: 48 percent / Bu4NHSO4, NaOH / tetrahydrofuran; H2O / 5-10 deg C, 0.5 h, then room temp., 16 h 4: NH3, Li / tetrahydrofuran / 2 h / -78 °C 5: NH3, Li / tetrahydrofuran; ethanol 6: 1M oxalic acid / tetrahydrofuran; methanol / 2.5 h 7: 50 percent / pyridinium bromide perbromide / pyridine / room temp., 2 h 85 deg C, 1 h 8: 1.) O3; 2.) H2O2 / 1.) CH2Cl2, MeOH, acetic acid, -72 deg C, 3.5 h; 2.) water, room temp., 18 h 9: NaOAc / acetic anhydride / 2.5 h / 100 °C 10: n-BuLi / tetrahydrofuran / -78 °C 11: 25 percent / sodium t-amyloxide / toluene / Heating 12: glacial AcOH / H2O / 1.25 h / 65 °C 13: 76 percent / KO(t-butyl) / 2-methyl-propan-2-ol / 17 h / Ambient temperature View Scheme |
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