Shandong Mopai Biotechnology 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 chemicals. W
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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 according to the contract research and development services for the fine c
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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 Description Product website: http://www.finerchem.com/pro01en/id/684.html Product Name 2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophen
Cas:1030825-20-7
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inquiryhigh quality Appearance:white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea 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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inquiryHigh quality. Factory supply. In stock. Best price. 1.Quick response within 24 hours; 2.Best quality in your requirement; 3.We pay more attention on delivery time, and usually ship on time; 4.Under the premise of safety and effectiveness, we can pr
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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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inquiryChemwill Asia co.,Ltd is one of the leading manufacturer in CHINA. Product quality, process, price and service 2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene CAS 1030825-20-7 IN STOCK Canagliflozin Intermediate 1030825-20-7 1030825-2
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inquiryLIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
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inquiryWith our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
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inquiry2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene Basic information Product Name: 2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene Synonyms: 2-(5-BroMo-2-Methylbenzyl)-5-(4-fl
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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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inquiryChemical Name 2-[(5-bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene CAS Number 1030825-20-7 Packing 25kg/drum Appearance: white powder
Cas:1030825-20-7
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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 Storage:Store in sealed containers at cool & dry plac
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
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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
Cas:1030825-20-7
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Cas:1030825-20-7
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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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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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inquiryCanagliflozin intermediate CAS: 1030825-20-7 Specification:In-house Stock:Fresh Package:25kg net per drum Application:1030825-20-7
Cas:1030825-20-7
Min.Order:1 Gram
Negotiable
Type:Trading Company
inquiryAppearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:As
Cas:1030825-20-7
Min.Order:100 Gram
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inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
Cas:1030825-20-7
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryFactory direct sales, accept customization. 2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene is an antidiabetic agent that can be used to prepare Canagliflozin (C175190), a sodium-dependent glucose co-transporter 2 (SGLT2) inhibitor fo
Cas:1030825-20-7
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
Cas:1030825-20-7
Min.Order:1 Gram
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Type:Lab/Research institutions
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
Cas:1030825-20-7
Min.Order:100 Gram
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inquiryOur Advantages Production: Advanced chemical equipment with years of experience.Staffs for producing various extract products. Quality Control:A complete set of Testing Professional and Analysis Equipment ensures the Quality Requirements and Speci
Cas:1030825-20-7
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Type:Trading Company
inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryChemlyte Solutions believe that customers and suppliers deserve much more than what traditional distributors can offer. To grow in today s fast-paced and increasingly competitive market it is essential to be able to quickly adapt to market forces eff
Cas:1030825-20-7
Min.Order:100 Gram
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Type:Other
inquiry(5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran at -20 - -10℃; for 48h; Reagent/catalyst; Temperature; Concentration; Solvent; | 97.7% |
With hydrogen In isopropyl alcohol at 100℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Temperature; Pressure; Autoclave; | 97% |
Stage #1: (5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone With aluminum (III) chloride In tetrahydrofuran at 0 - 5℃; for 0.5h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran Reflux; | 92% |
para-bromotoluene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With aluminum (III) chloride In ethyl acetate at 80℃; for 8h; Cooling with ice; | 87% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With Lawessons reagent In toluene for 4h; Solvent; Reflux; | 86% |
With phosphorus trisulfide In diphenylether at 170 - 180℃; for 2h; | 63% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 2-(4-fluorophenyl)-5-((5-amino-2-methylphenyl)methyl)thiophene With nitrous acid isobutyl ester; copper(I) bromide In acetone for 1h; Sandmeyer Reaction; Cooling with ice; Stage #2: With hydrogen bromide In water at 90℃; for 1h; Temperature; | 84% |
Stage #1: 2-(4-fluorophenyl)-5-((5-amino-2-methylphenyl)methyl)thiophene With nitrous acid isobutyl ester; copper(I) bromide In acetone at -5℃; for 1h; Sandmeyer Reaction; Stage #2: With hydrogen bromide In water at 80℃; for 2h; Temperature; | 82% |
2-(4-fluorophenyl)thiophene
1-bromo-3-(chloromethyl)-4-methylbenzene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With zinc(II) chloride In ethyl acetate for 6h; Reflux; Large scale; | 78% |
para-bromotoluene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With zinc(II) chloride at 70℃; for 3h; | 73% |
1-Bromo-4-fluorobenzene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / ethanol; water / 90 °C / Inert atmosphere 2.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 2.2: cooling with ice 3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 3 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: potassium acetate; palladium diacetate / N,N-dimethyl acetamide / 22 h / 140 - 150 °C 2: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / acetonitrile; water / 1.5 h / 40 °C 3: thionyl chloride / toluene / 21 h / 90 °C 4: iron(III) chloride / dichloromethane / 20 h / 20 °C 5: triethylsilane; boron trifluoride diethyl etherate / acetonitrile; dichloromethane / 26 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium propionate; bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride / Isopropyl acetate / Reflux 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / Dimethyl ether; water / 70 - 75 °C 3.1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 0 - 35 °C 3.2: 0 - 35 °C 4.1: aluminum (III) chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C 4.2: Reflux View Scheme |
2-(4-fluorophenyl)thiophene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 1.2: cooling with ice 2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 3 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.1 h / 25 - 30 °C / Inert atmosphere 1.2: 0 - 15 °C / Inert atmosphere 2.1: aluminum (III) chloride; sodium tetrahydroborate / 1,2-dimethoxyethane / 0 - 70 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / dichloromethane / 2 h / 20 °C 1.2: 4 h / -15 - 35 °C 2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 0 - 35 °C View Scheme |
5-bromo-2-methylbenzoyl chloride
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 1.2: cooling with ice 2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 3 h / 0 - 20 °C View Scheme |
5-bromo-2-methylbenzoic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 6 h / 20 °C 2.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 2.2: cooling with ice 3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 3 h / 0 - 20 °C View Scheme |
5-(4-fluorophenyl)thiophene-2-carboxylic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: thionyl chloride / toluene / 21 h / 90 °C 2: iron(III) chloride / dichloromethane / 20 h / 20 °C 3: triethylsilane; boron trifluoride diethyl etherate / acetonitrile; dichloromethane / 26 h / 0 - 20 °C View Scheme |
5-(4-fluorophenyl)thiophene-2-carbonyl chloride
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: iron(III) chloride / dichloromethane / 20 h / 20 °C 2: triethylsilane; boron trifluoride diethyl etherate / acetonitrile; dichloromethane / 26 h / 0 - 20 °C View Scheme |
thiophene-2-carbaldehyde
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium acetate; palladium diacetate / N,N-dimethyl acetamide / 22 h / 140 - 150 °C 2: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / acetonitrile; water / 1.5 h / 40 °C 3: thionyl chloride / toluene / 21 h / 90 °C 4: iron(III) chloride / dichloromethane / 20 h / 20 °C 5: triethylsilane; boron trifluoride diethyl etherate / acetonitrile; dichloromethane / 26 h / 0 - 20 °C View Scheme |
5-(4-fluorophenyl)thiophene-2-carboxaldehyde
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / acetonitrile; water / 1.5 h / 40 °C 2: thionyl chloride / toluene / 21 h / 90 °C 3: iron(III) chloride / dichloromethane / 20 h / 20 °C 4: triethylsilane; boron trifluoride diethyl etherate / acetonitrile; dichloromethane / 26 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; ethanol / 6 h / 20 °C 2: thionyl chloride / 3 h / 70 °C 3: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice View Scheme |
4-fluoroboronic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,2-dimethoxyethane; water / 25 - 75 °C / Inert atmosphere 2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.1 h / 25 - 30 °C / Inert atmosphere 2.2: 0 - 15 °C / Inert atmosphere 3.1: aluminum (III) chloride; sodium tetrahydroborate / 1,2-dimethoxyethane / 0 - 70 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / water / 2 h / 20 °C 2: sodium tetrahydroborate; ethanol / 6 h / 20 °C 3: thionyl chloride / 3 h / 70 °C 4: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice View Scheme | |
Multi-step reaction with 3 steps 1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium carbonate; tricyclohexylphosphine / N,N-dimethyl-formamide / 10 h / 90 °C 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chloroform / 3 h / Reflux 3: zinc(II) chloride / 3 h / 70 °C View Scheme |
2-methyl-5-nitrobenzoyl chloride
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: tricyclohexylphosphine; potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0) / ethanol; water / 24 h / 90 °C 2.1: tricyclohexylphosphine; potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0) / ethanol; water / 24 h / 90 °C 3.1: magnesium / ethanol / 2 h / 80 °C 4.1: copper(I) bromide; nitrous acid isobutyl ester / acetone / 1 h / Cooling with ice 4.2: 1 h / 90 °C View Scheme |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tricyclohexylphosphine; potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0) / ethanol; water / 24 h / 90 °C 2.1: magnesium / ethanol / 2 h / 80 °C 3.1: copper(I) bromide; nitrous acid isobutyl ester / acetone / 1 h / Cooling with ice 3.2: 1 h / 90 °C View Scheme |
5-bromo-2-methylbenzaldehyde
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium acetate / Reflux 2: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine / toluene / 8 h / Reflux 3: Lawessons reagent / toluene / 4 h / Reflux View Scheme |
fluorobenzene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 2 h / Cooling with ice; Reflux 2.1: tetraphosphorus decasulfide / toluene / 0.5 h / Microwave irradiation 3.1: oxalyl dichloride / dichloromethane / 2 h / 20 °C 3.2: 4 h / -15 - 35 °C 4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 0 - 35 °C View Scheme |
4-(4-fluorophenyl)-4-oxopropionic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tetraphosphorus decasulfide / toluene / 0.5 h / Microwave irradiation 2.1: oxalyl dichloride / dichloromethane / 2 h / 20 °C 2.2: 4 h / -15 - 35 °C 3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 0 - 35 °C View Scheme |
5-bromo-2-thiophencarboxaldehyde
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / water / 2 h / 20 °C 2: sodium tetrahydroborate; ethanol / 6 h / 20 °C 3: thionyl chloride / 3 h / 70 °C 4: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice View Scheme |
[5-(4-fluorophenyl)thiophen-2-yl]methanol
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride / 3 h / 70 °C 2: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice View Scheme |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: water; sodium hydroxide / methanol / 2 h / 35 - 40 °C 2.1: thionyl chloride / dichloromethane / 4 h / Reflux 2.2: 7.5 h / 0 °C 3.1: phosphorus trisulfide / diphenylether / 2 h / 170 - 180 °C View Scheme |
ethyl 5-bromo-4-oxopentanoate
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 6 h / -2 - 2 °C 2.1: water; sodium hydroxide / methanol / 2 h / 35 - 40 °C 3.1: thionyl chloride / dichloromethane / 4 h / Reflux 3.2: 7.5 h / 0 °C 4.1: phosphorus trisulfide / diphenylether / 2 h / 170 - 180 °C View Scheme |
para-bromotoluene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 6 h / -2 - 2 °C 2.1: water; sodium hydroxide / methanol / 2 h / 35 - 40 °C 3.1: thionyl chloride / dichloromethane / 4 h / Reflux 3.2: 7.5 h / 0 °C 4.1: phosphorus trisulfide / diphenylether / 2 h / 170 - 180 °C View Scheme |
2-bromo-5-methyl thiophene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium carbonate; tricyclohexylphosphine / N,N-dimethyl-formamide / 10 h / 90 °C 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chloroform / 3 h / Reflux 3: zinc(II) chloride / 3 h / 70 °C View Scheme |
2-Methylthiophene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N-Bromosuccinimide / tetrachloromethane / 6 h / Reflux 2.1: zinc(II) chloride / 7 h / 70 °C 3.1: palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 10 h / 90 °C 4.1: magnesium / ethanol / 2 h / 70 °C / Sealed tube 5.1: copper(I) bromide; nitrous acid isobutyl ester / acetone / 1 h / -5 °C 5.2: 2 h / 80 °C View Scheme |
2-bromo-5-(bromomethyl)-thiophene
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: zinc(II) chloride / 7 h / 70 °C 2.1: palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 10 h / 90 °C 3.1: magnesium / ethanol / 2 h / 70 °C / Sealed tube 4.1: copper(I) bromide; nitrous acid isobutyl ester / acetone / 1 h / -5 °C 4.2: 2 h / 80 °C View Scheme |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 10 h / 90 °C 2.1: magnesium / ethanol / 2 h / 70 °C / Sealed tube 3.1: copper(I) bromide; nitrous acid isobutyl ester / acetone / 1 h / -5 °C 3.2: 2 h / 80 °C View Scheme |
2-(4-fluorophenyl)thiophene
5-bromo-2-methylbenzoic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 0 - 35 °C 1.2: 0 - 35 °C 2.1: aluminum (III) chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C 2.2: Reflux View Scheme |
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran at 20℃; for 3h; | 99% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With sec-butylmagnesium chloride lithium chloride In tetrahydrofuran at -25 - -20℃; for 1h; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran at -25 - -20℃; for 2h; Inert atmosphere; Stage #3: With methanesulfonic acid In tetrahydrofuran; methanol at -5 - 5℃; for 18h; Reagent/catalyst; Temperature; Inert atmosphere; | 93.7% |
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -70 - -67℃; for 0.333333h; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -70 - -67℃; for 1h; Stage #3: With methanol; methanesulfonic acid In tetrahydrofuran; hexane; toluene at 20℃; for 17h; |
methanol
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With iodine; magnesium In tetrahydrofuran at 0 - 25℃; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran at 0℃; Inert atmosphere; Stage #3: methanol With methanesulfonic acid In tetrahydrofuran at 20℃; Temperature; Reagent/catalyst; Solvent; Inert atmosphere; | 92.1% |
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -75 - -65℃; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -75 - -70℃; Stage #3: methanol With methanesulfonic acid In tetrahydrofuran; hexane; toluene at -75 - 30℃; for 12h; |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h; Stage #2: With ammonium chloride In tetrahydrofuran; hexane; toluene at -78 - 20℃; for 0.5h; | 88% |
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h; Stage #2: With ammonium chloride In tetrahydrofuran; hexane; toluene at -78 - 20℃; for 0.5h; | 88% |
methanol
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -78℃; for 3h; Stage #3: methanol With methanesulfonic acid In tetrahydrofuran; hexane; toluene at -78 - 40℃; for 10h; | 83% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran at -80℃; for 0.5h; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran for 1h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Further stages; | 81% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With sec.-butyllithium In tetrahydrofuran; hexane; toluene at -78 - -65℃; for 2h; Inert atmosphere; | 77.8% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -80 - -70℃; for 1h; Inert atmosphere; Large scale; Stage #2: 2,3,4,6-tetra-O-trimethylsilyl-D-glucono-1,5-lactone In tetrahydrofuran; toluene at -80 - -70℃; for 1h; Large scale; Stage #3: With hydrogenchloride In tetrahydrofuran; water; toluene at 20℃; Solvent; Reagent/catalyst; Temperature; Large scale; | 77.3% |
methanesulfonic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With n-butyllithium In tetrahydrofuran; hexane; toluene at -100 - -90℃; for 1h; Inert atmosphere; Stage #2: methanesulfonic acid In tetrahydrofuran; methanol; hexane; toluene at -100 - 20℃; | 77% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With tert.-butyl lithium In tetrahydrofuran; toluene; pentane at -78 - -65℃; for 2h; Inert atmosphere; | 76.7% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
3,4,6-tri-O-benzyl-D-glucal epoxide
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With tri-n-butyllithium magnesate complex In tetrahydrofuran; diethyl ether; hexane at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 3,4,6-tri-O-benzyl-D-glucal epoxide With copper(I) cyanide di(lithium chloride) In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; Inert atmosphere; | 63% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose
2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With magnesium In tetrahydrofuran; ethylene dibromide for 2h; Reflux; Stage #2: With aluminum (III) chloride In tetrahydrofuran at 20℃; for 1h; Stage #3: 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose With n-butyllithium In tetrahydrofuran; dibutyl ether at 20 - 150℃; for 5h; | 56% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
With trimethylsilylazide; copper diacetate; (S,S)-4,4'-bis(phenylmethyl)-2,2',5,5'-tetrahydro-2,2'-bioxazole; N-fluorobis(benzenesulfon)imide In nitromethane at 30℃; for 48h; Inert atmosphere; Sealed tube; | 36% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
3,5-bis-trifluromethylphenylboronic acid
Conditions | Yield |
---|---|
With 3,4,7,8-Tetramethyl-o-phenanthrolin; copper (I) acetate; lithium carbonate; N-fluorobis(benzenesulfon)imide In N,N-dimethyl acetamide; benzene at 20℃; Inert atmosphere; Sealed tube; | 32% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
Conditions | Yield |
---|---|
With sodium iodide; N,N`-dimethylethylenediamine; copper(l) iodide In diethylene glycol dimethyl ether; toluene at 110℃; | |
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In diethylene glycol dimethyl ether; toluene at 20℃; Inert atmosphere; Reflux; | |
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In diethylene glycol dimethyl ether; toluene for 36h; Inert atmosphere; Reflux; | 94.9 g |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -70 - -67℃; for 0.5h; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -70 - -67℃; for 1.5h; Inert atmosphere; |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one
(1R,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-(benzyloxymethyl)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)cyclohex-2-enol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -70℃; for 0.0833333h; Inert atmosphere; Stage #2: (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one In tetrahydrofuran; hexane; toluene at -70℃; for 0.25h; Stage #3: With water In tetrahydrofuran; hexane; toluene |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
canagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / toluene; di-isopropyl ether; hexane / 0 °C / Inert atmosphere; Schlenk technique 1.2: 90 °C / Inert atmosphere; Schlenk technique 2.1: diisobutylaluminium hydride / toluene / 0.12 h / 20 °C / Inert atmosphere; Schlenk technique 2.2: 20 h / 140 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -75 - -65 °C / Inert atmosphere 1.2: -75 - -70 °C 1.3: 12 h / -75 - 30 °C 2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 0 - 5 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 3 h / 20 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / chloroform / 3 h / -40 - 20 °C / Inert atmosphere 3.1: palladium 10% on activated carbon / dichloromethane / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: n-butyllithium / toluene / -18 - -5 °C 2: methanol / 0 - 20 °C 3: acetonitrile boron trifluoride complex; triethylsilane / n-heptane / 5 h / -5 - 5 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium iodide; copper(l) iodide; N,N`-dimethylethylenediamine / toluene; diethylene glycol dimethyl ether / 36 h / Inert atmosphere; Reflux 2.1: tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 2.2: 2 h / 0 - 5 °C 2.3: 2 h / Cooling 3.1: 4-methyl-morpholine; dmap / toluene; ethyl acetate / 15 h / 0 - 20 °C 4.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 4 h / 0 °C 5.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 19.5 h / 20 - 24 °C View Scheme |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In hexane; di-isopropyl ether; toluene at 0℃; Inert atmosphere; Schlenk technique; Stage #2: With aluminum (III) chloride In hexane; di-isopropyl ether; dibutyl ether; toluene at 90℃; Inert atmosphere; Schlenk technique; |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
3,4,6-tri-O-benzyl-D-glucal epoxide
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With tri-n-butyllithium magnesate complex In tetrahydrofuran; diethyl ether; hexane at 0℃; for 0.333333h; Inert atmosphere; Stage #2: With copper(I) cyanide di(lithium chloride) In tetrahydrofuran; diethyl ether; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #3: 3,4,6-tri-O-benzyl-D-glucal epoxide In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; Inert atmosphere; |
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