The company serves as a key global supplier of statins intermediates, which has a solid industrial foundation in the field of statins for lipid-lowering drugs, and holds a leading position in the market. Leveraging extensive experience in research an
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inquiryWe are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to provide excellence in researching, manufacturing and drug discovery process. Our research team of scientists co
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inquiryDayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquiryProduct informations Product Name (S)-1-(4-Fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione CAS No.
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:1kg/foil bag;25kg/drum Application:pharmaceutical intermediate Transpo
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inquiry(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone CAS No.:189028-93-1 Name: (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Molecular Structure
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inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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inquiryGood quality Good price Promptly delivery Appearance:white powder Storage:dry dondition Application:intermediate Port:shanghai
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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
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inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap
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inquiryCHENGDU YANXI is a comprehensive manufacturer and an international distribution of products throughout the world. Specialized in Scrap metal, Chemical raw materials, Paper products and color industry. We aim to become leading position in global dis
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inquiryTianfu Chemical, built in 2009, is a professional supplier for API materials in China. With 10 years development, we have bulit our own factory and lab to produce a certain of products. And we have established stable business relationships with ma
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inquiryAdvantage : LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc. We are specialized in chemical synthesis, process development of
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inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
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inquiryProduct Name (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Appearance white powder CAS NO. 189028-93-1 Molecular Formula C20H18FNO4
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inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
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inquiryhigh quality with lower quotation. and enough stock (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone 189028-93-1 Appearance:white crystalline powder Storage:dry and cool place Package:1kg/pack Application:Ezetimibe intermediate T
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inquiryHangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac
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inquiry(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone CAS: 189028-93-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical interm
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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
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inquiry(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone CAS: 189028-93-1 Specification Product Name (S)-1-(4-Fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione CAS No.
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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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inquiry((1-(4-fluorophenyl)vinyl)oxy)trimethylsilane
(4S)-3-(1-oxo-2-propen-1-yl)-4-phenyl-1,3-oxazolidin-2-one
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
With iodine In toluene at 40℃; | 94% |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane at 40℃; for 2h; | 91% |
(S)-4-phenyl-2-oxazolidinone
5-(4-fluorophenyl)-5-oxopentanoic acid
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane | 86% |
Stage #1: 5-(4-fluorophenyl)-5-oxopentanoic acid With dmap; pivaloyl chloride In N,N-dimethyl-formamide at 2 - 20℃; for 1.5h; Stage #2: (S)-4-phenyl-2-oxazolidinone In N,N-dimethyl-formamide at 30 - 35℃; for 2h; | 85.7% |
Stage #1: 5-(4-fluorophenyl)-5-oxopentanoic acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -10℃; for 4h; Evans Aldol Reaction; Inert atmosphere; Stage #2: (S)-4-phenyl-2-oxazolidinone With lithium chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 85% |
pivaloyl chloride
5-(4-fluorophenyl)-5-oxopentanoic acid
(S)-5-phenyl-1,3-oxazolidine-2-one
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Stage #1: pivaloyl chloride; 5-(4-fluorophenyl)-5-oxopentanoic acid With dmap In N,N-dimethyl-formamide at 2 - 20℃; for 1.5h; Stage #2: (S)-5-phenyl-1,3-oxazolidine-2-one With dmap In N,N-dimethyl-formamide at 30 - 35℃; for 2h; | 85.7% |
C16H19FO4
(S)-4-phenyl-2-oxazolidinone
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Stage #1: C16H19FO4; (S)-4-phenyl-2-oxazolidinone With dmap In N,N-dimethyl-formamide for 7h; Heating / reflux; Stage #2: With sulfuric acid In water; N,N-dimethyl-formamide for 0.5h; Stage #3: With sodium hydrogencarbonate In water; N,N-dimethyl-formamide | |
With dmap In DMF (N,N-dimethyl-formamide) for 7h; Heating / reflux; |
(S)-4-phenyl-2-oxazolidinone
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: chloro-trimethyl-silane / dichloromethane / 0.5 h / 0 - 10 °C 1.2: 2 h / 0 - 10 °C 1.3: 2 h / 0 - 20 °C 2.1: iodine / toluene / 40 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 2: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 3: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 3 steps 1: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 2: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 3: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 2: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 3: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 3 steps 1: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 2: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 3: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme |
(R,S)-3-[5-(4-fluorophenyl)-5-hydroxy-pentanoyl]-4-phenyl-oxazolidin-2-one
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 2: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; dmap / dichloromethane / 4 h / 0 °C 2: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 3: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 4: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; dmap / dichloromethane / 4 h / 0 °C 2: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 3: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 4: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; dmap / dichloromethane / 4 h / 0 °C 2: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 3: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 4: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; dmap / dichloromethane / 4 h / 0 °C 2: Candida rugosa lipase / di-isopropyl ether; aq. phosphate buffer / 120 h / 40 °C / Enzymatic reaction 3: Candida antarctica B lipase / toluene / 120 h / 35 °C / Enzymatic reaction 4: pyridinium chlorochromate / dichloromethane / 2 h / 40 °C View Scheme |
1-(4-fluorophenyl)ethanone
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / N,N-dimethyl-formamide / 10 h / 100 °C / Inert atmosphere 2: iodine / toluene / 40 °C View Scheme |
fluorobenzene
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / 5 h / 15 - 30 °C 1.2: 0 - 20 °C 2.1: triethylamine; pivaloyl chloride / dichloromethane 2.2: 13 h / Reflux View Scheme |
glutaric anhydride,
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / 5 h / 15 - 30 °C 1.2: 0 - 20 °C 2.1: triethylamine; pivaloyl chloride / dichloromethane 2.2: 13 h / Reflux View Scheme |
trimethylsilyl cyanide
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
2-(4-fluorophenyl)-6-oxo-6-(2-oxo-4(S)-phenyloxazolidin-3-yl)-2-trimethylsilyloxyhexanenitrile
Conditions | Yield |
---|---|
With iodine In dichloromethane at 0℃; for 2.33333h; | 100% |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
trimethyl orthoformate
(S)-3-(5-(4-fluorophenyl)-5,5-dimethoxypentanoyl)-4-phenyloxazolidin-2-one
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In methanol Reflux; | 99.02% |
With sulfuric acid In methanol for 1.5h; Reflux; | 80% |
toluene-4-sulfonic acid In methanol at 20℃; Reflux; | |
With toluene-4-sulfonic acid at 20℃; for 23h; Reflux; |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With TarB-N02 In tetrahydrofuran at 20℃; for 0.5h; Stage #2: With lithium borohydride In tetrahydrofuran for 0.666667h; Reagent/catalyst; enantioselective reaction; | 96% |
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In dichloromethane; toluene at -5 - 0℃; for 4 - 6h; Stage #2: With sulfuric acid; dihydrogen peroxide In methanol; dichloromethane; water; toluene for 0.25h; | 95% |
Stage #1: With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In dichloromethane; toluene at -5 - 0℃; for 0.25h; Stage #2: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione In dichloromethane; toluene at -5 - 0℃; for 4 - 6h; | 95% |
ethylene glycol
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(S)-3-{4-[2-(4-fluorophenyl)dioxolan-2-yl]butanoyl}-4-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: ethylene glycol; (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione; chloro-trimethyl-silane at 20 - 25℃; for 20h; Stage #2: With water; sodium hydrogencarbonate In toluene at 50℃; for 0.5h; Product distribution / selectivity; | 95% |
With N-Bromosuccinimide; trimethyl orthoformate at 70℃; for 8h; Inert atmosphere; | 95% |
Stage #1: ethylene glycol; (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With toluene-4-sulfonic acid In toluene for 20 - 24h; Heating / reflux; Stage #2: With water; sodium carbonate In toluene at 50℃; Product distribution / selectivity; | 94.9% |
methanol
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(S)-3-(5-(4-fluorophenyl)-5,5-dimethoxypentanoyl)-4-phenyloxazolidin-2-one
Conditions | Yield |
---|---|
With N-Bromosuccinimide; trimethyl orthoformate at 50℃; for 9h; Inert atmosphere; | 91% |
2,2-Dimethyl-1,3-propanediol
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
3-{4-[2-(4-fluorophenyl)-5,5-dimethyl-[1,3]dioxin-2-yl]butyryl}(4S)-phenyl-1,3-oxazolidin-2-one
Conditions | Yield |
---|---|
With phosphorus pentoxide; sulfuric acid In dichloromethane for 5h; Reflux; | 89% |
With Pyridine hydrobromide In toluene at 20 - 115℃; for 5h; Product distribution / selectivity; | |
With chloro-trimethyl-silane In dichloromethane at 20 - 115℃; for 5h; Product distribution / selectivity; |
2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(S)-3-{4-[2-(4-fluorophenyl)dioxolan-2-yl]butanoyl}-4-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane; (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With trimethylsilyl trifluoromethanesulfonate In toluene at 20 - 50℃; for 3 - 4h; Stage #2: With water; sodium hydrogencarbonate In toluene Product distribution / selectivity; | 89% |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
trimethyleneglycol
(S)-3-[4-[2-(4-fluorophenyl)-[1,3]dioxan-2-yl]-1-oxobutyl]-4-phenyloxazolidin-2-one
Conditions | Yield |
---|---|
With N-Bromosuccinimide; trimethyl orthoformate at 100℃; for 12h; Inert atmosphere; | 86.8% |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(R,S)-3-[5-(4-fluorophenyl)-5-hydroxy-pentanoyl]-4-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
With borane-THF In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere; | 70% |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
A
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
With borane-THF; boron trifluoride diethyl etherate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran at 25℃; Product distribution; Further Variations:; Catalysts; Temperatures; acid additives, water content; | |
With BH3-DEA; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; 1,2-dimethoxyethane; toluene at 40℃; |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
A
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
With sodium tetrahydroborate; dimethyl sulfate; N,N-diethylaniline; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 20℃; Product distribution; Further Variations:; Reagents; Temperatures; | A 13 g B n/a |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: (R)-(CH2)3CHCPh2O(B-Me)N; BH3*SMe2 / CH2Cl2 / 2 h / 0 °C 2.1: TiCl4 / CH2Cl2 / 3 h / -35 - -30 °C 3.1: 995 mg / CH2Cl2 / 0.5 h / Heating 4.1: BSA / CH2Cl2 / 0.25 h / 20 °C 4.2: TBAF*3H2O / CH2Cl2 / 90 h / 0 °C 4.3: 90 percent / aq. H2SO4 / propan-2-ol / 1 h View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (R)-(CH2)3CHCPh2O(B-Me)N; BH3*SMe2 / CH2Cl2 / 2 h / 0 °C 2: TiCl4 / CH2Cl2 / 3 h / -35 - -30 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
C33(13)C6H46F2N2O5Si2
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (R)-(CH2)3CHCPh2O(B-Me)N; BH3*SMe2 / CH2Cl2 / 2 h / 0 °C 2: TiCl4 / CH2Cl2 / 3 h / -35 - -30 °C 3: 995 mg / CH2Cl2 / 0.5 h / Heating View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
A
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 18 - 20℃; for 1h; Stage #2: With water; potassium carbonate In tetrahydrofuran; toluene at 20 - 30℃; for 0.5h; | |
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With sodium tetrahydroborate; chloro-trimethyl-silane; (R)-α,α-diphenylprolinol In tetrahydrofuran at 24℃; for 3h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran; toluene at 4℃; for 0.5h; Product distribution / selectivity; | A n/a B n/a |
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With sodium tetrahydroborate; chloro-trimethyl-silane; (R)-2-[bis(4-trifluorophenyl)hydroxymethyl]pyrrolidine In tetrahydrofuran at 24℃; for 3h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran; toluene at 4℃; for 0.5h; Product distribution / selectivity; | A n/a B n/a |
With chloro[(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]-(mesitylene) ruthenium (II); formic acid/triethylamine complex 5:2 In tert-butyl methyl ether at 42℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; stereoselective reaction; | A n/a B n/a |
isopropyl alcohol
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
With magnesium sulfate In triethanolamine(chloride) |
hydroxylamine hydrochloride
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
With potassium carbonate In isopropyl alcohol for 2 - 4h; Reflux; |
N-methoxylamine hydrochloride
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
C21H21FN2O4
Conditions | Yield |
---|---|
With triethylamine In ethanol at 80 - 85℃; for 10h; |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
C41H34F2N2O7
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / 23 h / 20 °C / Reflux 2.1: dichloromethane; toluene / 0.83 h / -33 - -30 °C 2.2: 3.5 h / -33 °C 3.1: acetic acid; sodium dihydrogencitrate / dichloromethane; toluene / 0.58 h / -33 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
C41H36F2N2O7
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / 23 h / 20 °C / Reflux 2.1: dichloromethane; toluene / 0.83 h / -33 - -30 °C 2.2: 3.5 h / -33 °C 3.1: acetic acid; sodium dihydrogencitrate / dichloromethane; toluene / 0.58 h / -33 °C 4.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 4.2: 1.67 h / Inert atmosphere 4.3: 0.17 h View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / 23 h / 20 °C / Reflux 2.1: dichloromethane; toluene / 0.83 h / -33 - -30 °C 2.2: 3.5 h / -33 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
(3R,4S)-4-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydroxylamine hydrochloride / pyridine / 0 - 20 °C 2.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 0 °C 2.2: -15 °C 3.1: N,O-bis-(trimethylsilyl)-acetamide / toluene / 0.5 h / 60 °C 3.2: 8 h / 60 °C 3.3: 20 h / 20 °C 4.1: hydrogenchloride; formaldehyd / water; tetrahydrofuran / 6 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: hydroxylamine hydrochloride / pyridine / 0 - 20 °C 2.1: dmap; 1H-imidazole / dichloromethane / 0.17 h / 20 °C 2.2: 5 h 3.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 0 °C 3.2: 3 h / -15 °C 4.1: N,O-bis-(trimethylsilyl)-acetamide / toluene / 0.5 h / 60 °C 4.2: 8 h / 60 °C 5.1: hydrogenchloride; formaldehyd / water; tetrahydrofuran / 4 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: phosphorus pentoxide; sulfuric acid / dichloromethane / 5 h / Reflux 2: N-ethyl-N,N-diisopropylamine; titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 3 h / -5 °C 3: N,O-Bis(trimethylsilyl)acetamide; tetrabutyl ammonium fluoride / toluene / 48 h / Reflux 4: formic acid / dichloromethane / 12 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / hexane / 6 h / 25 °C 2: N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride / toluene / 60 °C View Scheme |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Stage #1: (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione With hydroxylamine hydrochloride In pyridine at 0 - 20℃; Stage #2: With hydrogenchloride In water; ethyl acetate Product distribution / selectivity; |
(S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydroxylamine hydrochloride / pyridine / 0 - 20 °C 2.1: dmap; 1H-imidazole / dichloromethane / 0.17 h / 20 °C 2.2: 5 h 3.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 0 °C 3.2: 3 h / -15 °C View Scheme |
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