We are Top Manufacturer for Sofosbuvir intermediates and Sofosbuvir API ,With competitive price and good quality. Appearance:off-white to white powder Storage:store in well closed container Package:export worthy package Application:for Sofosb
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inquiryThe 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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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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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
Cas:863329-66-2
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inquiryUnique advantages of 2'-deoxy-2'-fluoro-2'-C-methyluridine Cas 863329-66-2 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:10
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inquiryHebei yanxi chemical co. LTD. has expanded a compositive entity from initially only as a small manufacturer. The company dedicated to the development, production and marketing of chemicals. After many years of efforts, we have established stable
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inquiry(2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine CAS No.:863329-66-2 Name: (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine Synonyms: RO 2433; PSI-6206; 1-((2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymeth
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inquiryGood quality Good price Promptly delivery Appearance:white powder Storage:dry dondition Package:According to the demand of customer Application:intermediate Transportation:According to the demand of customer Port:shanghai
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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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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
Cas:863329-66-2
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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 api, intermedi
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inquiryAs a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis
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inquiryName:2'-deoxy-2'-fluoro-2'-C-methyluridine CAS NO:863329-66-2 Grade:Medical scientific research and export Molecular formula:C10H13FN2O5 Molecular weight:260.2220 Product Quality 12 years of chemical raw materials Mature operati
Cas:863329-66-2
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inquiryOur company was built in 2009 with an ISO certificate. In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so o
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inquiryAbout Product Technical Details
Cas:863329-66-2
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/218.html Product Name (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine
Cas:863329-66-2
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inquiryOur advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be sent
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryProduct name (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine Synonyms RO 2433;PSI-6206 CAS No. 863329-66-2
Cas:863329-66-2
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inquiryAdvantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best serv
Cas:863329-66-2
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inquiry1. We are one of the domestic largest manufacturers of API; 2. We are always the supplier of products with higher quality and at more competitive price; 3. We are supplier of safe and ecofriendly products ; 4. We provide stable supply and
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inquiryWuhan hanweishi Pharmchem Co., Ltd(Hanways chempharm) is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The leading products range are APIs, Hormones, Peptides
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inquiry2'-deoxy-2'-fluoro-2'-C-methyluridine CAS: 863329-66-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializi
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inquiry2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With ammonia In methanol at 20℃; | 100% |
With ammonia In methanol at 20℃; for 17h; | 93% |
Stage #1: (2‘R)-2‘-deoxy-2’-fluoro-2-methyluridine-3’,5’-dibenzoate With N-butylamine at 45 - 50℃; Stage #2: With methanol In tert-butyl methyl ether at 60 - 70℃; | 90.7% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With tetramethylammonium fluoride; acetic acid In N,N-dimethyl-formamide at 20℃; for 2h; Time; Inert atmosphere; | 95% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With ammonia In methanol at 0 - 15℃; for 27h; | 94% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With ammonia In methanol at 5 - 25℃; for 26h; | 92.5% |
C24H20N2O7
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With potassium fluoride; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin In N,N-dimethyl-formamide; toluene for 5h; Reflux; | 92.3% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With manganese(IV) oxide In toluene at 20℃; for 2h; | 91% |
N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With sodium hypochlorite; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 0 - 30℃; for 24h; | 85% |
1-((6aR,8R,9aS)-2,2,4,4-tetraisopropyl-9-methylenetetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-pyrimidine-2,4(1H,3H)-dione
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With potassium hydrogensulfate; hydrogen fluoride In 1,2-dichloro-ethane at 0℃; for 2h; | 82% |
Conditions | Yield |
---|---|
Stage #1: uracil With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane In chlorobenzene Reflux; Stage #2: C19H39FO5Si2 With tin(IV) chloride In chlorobenzene at 50℃; Stage #3: With tetrabutyl ammonium fluoride In tetrahydrofuran at 55 - 60℃; Reagent/catalyst; Solvent; | 72% |
(2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 87 percent / aq. HOAc / 12 h / Heating 2: 100 percent / NH3 / methanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid / water / 5 h / 110 °C 2: ammonia; methanol / 30 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid / water / 90 - 105 °C 2: sodium methylate / methanol / Reflux View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; acetic acid / 20 h / 110 °C 2: ammonia / methanol / 27 h / 0 - 15 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: dmap / 1.5 h / -20 °C / Inert atmosphere 2.1: N,O-bis-(trimethylsilyl)-acetamide / chlorobenzene / 2 h / 80 °C 2.2: 16 h / 65 °C 3.1: acetic acid / water / 5 h / 110 °C 4.1: ammonia; methanol / 30 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / toluene / 1 h / -5 - 0 °C 2: tin(IV) chloride; N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / Reflux 3: acetic acid / water / 90 - 105 °C 4: sodium methylate / methanol / Reflux View Scheme | |
Multi-step reaction with 4 steps 1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 1 h / 0 - 15 °C / Inert atmosphere 2: tin(IV) chloride / chlorobenzene / 75 °C 3: formic acid / water / 7.5 h / 25 - 100 °C 4: ammonia / 20 h / 0 - 15 °C View Scheme |
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / -20 °C / Inert atmosphere 2.1: dmap / 1.5 h / -20 °C / Inert atmosphere 3.1: N,O-bis-(trimethylsilyl)-acetamide / chlorobenzene / 2 h / 80 °C 3.2: 16 h / 65 °C 4.1: acetic acid / water / 5 h / 110 °C 5.1: ammonia; methanol / 30 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: sodium bis(2-methoxyethoxy)aluminium dihydride / dichloromethane / -20 - -15 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / toluene / 1 h / -5 - 0 °C 3: tin(IV) chloride; N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / Reflux 4: acetic acid / water / 90 - 105 °C 5: sodium methylate / methanol / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: Red-Al(OCH2CF3) / dichloromethane / 0.5 h / -10 °C 1.2: 16 h / -10 - 20 °C 2.1: ammonium sulfate / chlorobenzene / 1.5 h / 20 °C 2.2: 10 h / 70 °C 3.1: acetic acid / water / 20 h / Reflux 4.1: ammonia; methanol / 27 h / 0 - 15 °C View Scheme | |
Multi-step reaction with 5 steps 1: diisobutylaluminium hydride / dichloromethane / 2.5 h / Inert atmosphere 2: N-chloro-succinimide; triphenylphosphine / dichloromethane / 1 h / 0 - 15 °C / Inert atmosphere 3: tin(IV) chloride / chlorobenzene / 75 °C 4: formic acid / water / 7.5 h / 25 - 100 °C 5: ammonia / 20 h / 0 - 15 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: aluminium / dichloromethane; 2,2,2-trifluoroethanol; toluene / 0 - 10 °C 2.1: triphenylphosphine; diethylazodicarboxylate / toluene / 0 - 30 °C 3.1: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane / chlorobenzene / 90 - 100 °C 3.2: 65 - 70 °C 4.1: acetic acid / water / Reflux 5.1: N-butylamine / 45 - 50 °C 5.2: 60 - 70 °C View Scheme |
(2R,3R,4R,5R)-5-acetoxy-2-((benzoyloxy)methyl)-4-fluoro-4-methyl-tetrahydrofuran-3-yl benzoate
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / chlorobenzene / 2 h / 80 °C 1.2: 16 h / 65 °C 2.1: acetic acid / water / 5 h / 110 °C 3.1: ammonia; methanol / 30 h / 20 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With methanol; ammonia at 20℃; for 0.75h; | 139 mg |
1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine; dmap / dichloromethane / 17 h / 20 °C / Inert atmosphere 2: ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate; triethylammonium dihydrofluoride / dichloromethane / 1 h / 20 °C / Inert atmosphere 3: ammonia; methanol / 0.75 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: pyridine 2: diethylamino-sulfur trifluoride / dichloromethane 3: ammonia / methanol View Scheme |
1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
A
2'-deoxy-2'-fluoro-2'-methyluridine
B
1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-methylenetetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 2.5 h / 20 °C / Inert atmosphere 2: triethylamine; triethylamine tris(hydrogen fluoride); ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 4 h / 20 °C / Inert atmosphere View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine; triethylamine tris(hydrogen fluoride); ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 4 h / 20 °C / Inert atmosphere 2: pyridine; dmap / dichloromethane / 17 h / 20 °C / Inert atmosphere 3: ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate; triethylammonium dihydrofluoride / dichloromethane / 1 h / 20 °C / Inert atmosphere 4: ammonia; methanol / 0.75 h / 20 °C View Scheme |
A
2'-deoxy-2'-fluoro-2'-methyluridine
B
1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-methylenetetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
C
1-(2'-C-methyl-β-D-arabinofuranosyl)uracil
Conditions | Yield |
---|---|
Stage #1: (2R,3R,4S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-4-methyl-2-((2,2,2-trifluoroacetoxy)methyl)tetrahydrofuran-3-yl 2,2,2-trifluoroacetate With triethylamine tris(hydrogen fluoride); triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In dichloromethane at 20℃; for 4h; Inert atmosphere; Stage #2: With water | A 42 %Spectr. B 37 %Spectr. C 8 %Spectr. |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tin(IV) chloride; N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / Reflux 2: acetic acid / water / 90 - 105 °C 3: sodium methylate / methanol / Reflux View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: ammonium sulfate / chlorobenzene / 1.5 h / 20 °C 1.2: 10 h / 70 °C 2.1: acetic acid / water / 20 h / Reflux 3.1: ammonia; methanol / 27 h / 0 - 15 °C View Scheme | |
Multi-step reaction with 3 steps 1: tin(IV) chloride / chlorobenzene / 75 °C 2: formic acid / water / 7.5 h / 25 - 100 °C 3: ammonia / 20 h / 0 - 15 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium fluoride; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin / N,N-dimethyl-formamide / 5 h / Reflux 2: manganese(IV) oxide / toluene / 2 h / 20 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 4 h / Reflux 2: potassium fluoride; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin / N,N-dimethyl-formamide; toluene / 5 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 2 h / 75 °C 2: potassium fluoride; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin / N,N-dimethyl-formamide / 5 h / Reflux 3: manganese(IV) oxide / toluene / 2 h / 20 °C View Scheme |
3’,5’-O-benzoyl-2,2’-anhydrouridine
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: tetrabutylammomium bromide; sodium hydrogencarbonate / dichloromethane / 50 °C 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / dichloromethane / 0 - 20 °C 3: 2-methyltetrahydrofuran / -78 - -40 °C 4: sodium hydrogencarbonate; phosphoramide; bis(phenyl) carbonate / 150 °C 5: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 6: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
3’,5’-dibenzoyluridine
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / dichloromethane / 0 - 20 °C 2: 2-methyltetrahydrofuran / -78 - -40 °C 3: sodium hydrogencarbonate; phosphoramide; bis(phenyl) carbonate / 150 °C 4: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 5: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 2-methyltetrahydrofuran / -78 - -40 °C 2: sodium hydrogencarbonate; phosphoramide; bis(phenyl) carbonate / 150 °C 3: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 4: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate; phosphoramide; bis(phenyl) carbonate / 150 °C 2: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 3: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
2-C-methyl-D-ribono-1,4-lactone
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: pyridine / 24 h / 20 °C 2: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / -40 - -20 °C 3: triethylamine / ethyl acetate / 0 - 20 °C 4: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / 60 - 70 °C / Inert atmosphere 5: potassium carbonate; phosphoramide / 150 °C 6: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 7: monomethanolamine / 24 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 7 steps 1: pyridine / 24 h / 20 °C 2: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / -40 - -20 °C 3: Vilsmeier reagent / dichloromethane; ethyl acetate / 35 - 40 °C 4: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / chlorobenzene / 60 - 70 °C 5: potassium carbonate; phosphoramide / 150 °C 6: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 7: monomethanolamine / 24 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: dmap / acetonitrile / 15 - 20 °C 2.1: triethylamine hydrofluoride; triethylamine / tetrahydrofuran / Reflux 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 0.5 h / -20 - 0 °C 3.2: 20 °C 4.1: 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate / chlorobenzene / Reflux 4.2: 50 °C 4.3: 55 - 60 °C View Scheme |
(3R,4R,5R)-5-((benzoyloxy)methyl)-3-methyl-2-oxotetrahydrofuran-3,4-diyl dibenzoate
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / -40 - -20 °C 2: triethylamine / ethyl acetate / 0 - 20 °C 3: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / 60 - 70 °C / Inert atmosphere 4: potassium carbonate; phosphoramide / 150 °C 5: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 6: monomethanolamine / 24 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 6 steps 1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / -40 - -20 °C 2: Vilsmeier reagent / dichloromethane; ethyl acetate / 35 - 40 °C 3: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / chlorobenzene / 60 - 70 °C 4: potassium carbonate; phosphoramide / 150 °C 5: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 6: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / ethyl acetate / 0 - 20 °C 2: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / 60 - 70 °C / Inert atmosphere 3: potassium carbonate; phosphoramide / 150 °C 4: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 5: monomethanolamine / 24 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 5 steps 1: Vilsmeier reagent / dichloromethane; ethyl acetate / 35 - 40 °C 2: ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; urethane; tin(IV) chloride / chlorobenzene / 60 - 70 °C 3: potassium carbonate; phosphoramide / 150 °C 4: tetrabutyl ammonium fluoride / chlorobenzene / Reflux 5: monomethanolamine / 24 h / 25 - 30 °C View Scheme |
2'-deoxy-2'-fluoro-2'-methyluridine
tert-butyldimethylsilyl chloride
1-((2R,3R,4R,5R)-5-((tert-butyldimethylsilyloxy)methyl)-3-fluoro-4-hydroxy-3-methyl-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
In pyridine at 20℃; for 24h; | 100% |
With pyridine; 1-methyl-1H-imidazole at 0 - 5℃; for 3h; | 100% |
With pyridine; 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 12h; Inert atmosphere; | 93% |
2'-deoxy-2'-fluoro-2'-methyluridine
acetic anhydride
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 2h; | 100% |
With dmap; triethylamine at 20℃; for 2h; | 81% |
With dmap at 20℃; for 2h; | 81% |
2'-deoxy-2'-fluoro-2'-methyluridine
(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester
sofosbuvir
Conditions | Yield |
---|---|
With pyridine; aluminum (III) chloride In dichloromethane at 20℃; Reagent/catalyst; Temperature; | 97.5% |
With 2,6-dimethylpyridine; dimethylaluminum chloride In tetrahydrofuran; hexane at 0 - 45℃; for 20h; | 86% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With 3,3-diphenyl-2-propenal; tert-butylmagnesium chloride In tetrahydrofuran at -5 - 5℃; for 19h; Inert atmosphere; Stage #2: (S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester In tetrahydrofuran Reagent/catalyst; | 86.2% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran at 55 - 60℃; Inert atmosphere; | 96.4% |
2'-deoxy-2'-fluoro-2'-methyluridine
(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester
(S)-2-{(R)-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy](phenoxy)phosphorylamino}propionic acid isopropyl ester
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With isopropyl magnesium chloride lithium chloride complex In tetrahydrofuran at -60℃; for 1h; Stage #2: (S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester In tetrahydrofuran at -50℃; for 1h; Temperature; Reagent/catalyst; | 95% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at 0℃; for 1.16667h; Inert atmosphere; Stage #2: (S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester In tetrahydrofuran at 5 - 20℃; for 10h; Inert atmosphere; | 76% |
2'-deoxy-2'-fluoro-2'-methyluridine
1-[(2R,3R,4R,5S)-3-fluoro-4-hydroxy-5-(iodomethyl)-3-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With 1H-imidazole; triphenylphosphine In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at 20℃; for 18.5h; Inert atmosphere; | 94% |
With pyridine; iodine; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; | 85% |
With pyridine; iodine; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; | 85% |
2'-deoxy-2'-fluoro-2'-methyluridine
4,4'-dimethoxytrityl chloride
5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-fluoro-2'-C-methyluridine
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 8h; | 93% |
With dmap; triethylamine In ethyl acetate at 50℃; for 3h; Inert atmosphere; | 88.9% |
With pyridine In N,N-dimethyl-formamide | |
With pyridine In dichloromethane at 0℃; for 4h; |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0℃; | 92% |
2'-deoxy-2'-fluoro-2'-methyluridine
(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester
sofosbuvir
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride; lithium chloride In tetrahydrofuran at 0 - 5℃; for 1h; Inert atmosphere; Stage #2: (S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester In tetrahydrofuran at -10 - -5℃; for 24h; | 90.5% |
With tert-butylmagnesium chloride In tetrahydrofuran at -20 - 20℃; Inert atmosphere; | 61.4% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: (S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester In tetrahydrofuran at 20℃; for 72h; |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
With triethylamine; magnesium chloride In tetrahydrofuran at 40℃; for 2.5h; | 89% |
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine; C18H17F5NO5P With N-ethyl-N,N-diisopropylamine; magnesium chloride In tetrahydrofuran at 30 - 40℃; Stage #2: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Reagent/catalyst; Temperature; Solvent; | 88% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at -5 - 30℃; for 1h; Inert atmosphere; Stage #2: C18H17F5NO5P In tetrahydrofuran at 10 - 15℃; | 67.5% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran at 55 - 60℃; Inert atmosphere; | 84.6% |
2'-deoxy-2'-fluoro-2'-methyluridine
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
C22H41FN2O7Si2
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine; 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane In pyridine at 20℃; for 16h; Stage #2: With water; trifluoroacetic acid In tetrahydrofuran at 0℃; for 6h; | 84% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at -10 - 5℃; for 1h; Inert atmosphere; Large scale; Stage #2: (S)-2-[[(S)-(1,1'-biphenyl-4-oxy)(pentafluorophenoxy)phosphoryl]amino]propionic acid isopropyl ester at 5 - 10℃; Large scale; | 81.72% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine In tetrahydrofuran at -10 - 5℃; for 1h; Inert atmosphere; Stage #2: (S)-2-[[(S)-(1,1'-biphenyl-4-oxy)(pentafluorophenoxy)phosphoryl]amino]propionic acid isopropyl ester In tetrahydrofuran at 5 - 10℃; Inert atmosphere; | |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at -10 - 5℃; for 1h; Inert atmosphere; Large scale; Stage #2: (S)-2-[[(S)-(1,1'-biphenyl-4-oxy)(pentafluorophenoxy)phosphoryl]amino]propionic acid isopropyl ester In tetrahydrofuran at 5 - 10℃; Inert atmosphere; Large scale; | |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at -10 - 5℃; for 1h; Inert atmosphere; Stage #2: (S)-2-[[(S)-(1,1'-biphenyl-4-oxy)(pentafluorophenoxy)phosphoryl]amino]propionic acid isopropyl ester In tetrahydrofuran at 5 - 10℃; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran; water at 55℃; for 20h; Reagent/catalyst; Concentration; | 80% |
2'-deoxy-2'-fluoro-2'-methyluridine
(S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester
sofosbuvir
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With magnesium chloride In tetrahydrofuran at 25 - 30℃; for 2h; Inert atmosphere; Stage #2: (S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester In tetrahydrofuran at 25 - 30℃; Reagent/catalyst; | 80% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran at 55 - 60℃; Inert atmosphere; | 76.9% |
2'-deoxy-2'-fluoro-2'-methyluridine
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at 0 - 30℃; for 1h; Inert atmosphere; Stage #2: (S)-pentafluorophenylphenyl-(1-(2-methylbenzyloxy)propan-2-yl)phosphoramidate In tetrahydrofuran at 0 - 25℃; for 10h; Inert atmosphere; | 76% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran at 55 - 60℃; Inert atmosphere; | 73.1% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride In tetrahydrofuran at 55 - 60℃; Inert atmosphere; | 69.2% |
2'-deoxy-2'-fluoro-2'-methyluridine
(S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester
sofosbuvir
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 1h; Stage #2: (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester In tetrahydrofuran at 20℃; for 48h; | 67.6% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With tert-butylmagnesium chloride In tetrahydrofuran at 20 - 50℃; for 21h; Stage #2: (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester In tetrahydrofuran at 20℃; for 60.25h; | 40% |
Stage #1: 2'-deoxy-2'-fluoro-2'-methyluridine With 1-methyl-pyrrolidin-2-one In tetrahydrofuran for 0.166667h; Stage #2: With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #3: (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester at 55℃; for 2.5h; |
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