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Shandong Mopai Biotechnology Co., LTD

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

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

As 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

2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome 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

High quality 2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene supplier in China

Cas:1030825-20-7

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/684.html Product Name 2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophen

2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Gram

FOB Price: $45.0

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high 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

2-((5-bromo-2-methylphenyl)methyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Xi'an Xszo Chem Co., Ltd.

1. 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

ANQING CHICO PHARMACEUTICAL CO.,LTD.

High 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

2-[(5-bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou 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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

Chemwill 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

LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With 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

2-(5-bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene CAS 1030825-20-7

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $60.0 / 100.0

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

2-(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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH 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

Discount price CAS 1030825-20-7 with best quality

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

Chemical Name 2-[(5-bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene CAS Number 1030825-20-7 Packing 25kg/drum Appearance: white powder

2-((5-bromo-2-methylphenyl)methyl)-5-(4-fluorophenyl)thiophene CAS: 1030825-20-7

Cas:1030825-20-7

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Hubei Langyou International Trading Co., Ltd

1. 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

Shanghai Upbio Tech Co.,Ltd

1.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

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene 1030825-20-7

Cas:1030825-20-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou 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

2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our 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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene,99%

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $15.0 / 25.0

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, 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

2-((5-bromo-2-methylphenyl)methyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Canagliflozin intermediate CAS: 1030825-20-7 Specification:In-house Stock:Fresh Package:25kg net per drum Application:1030825-20-7

Canagliflozin intermediate

Cas:1030825-20-7

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Appearance: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

2-(5-bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our 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-

Canagliflozin INT4 cas 1030825-20-7

Cas:1030825-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou 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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Tianjin Kind Pharma Co., Ltd.

Factory 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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company 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

2-(5-BROMO-2-METHYLBENZYL)-5-(4-FLUOROPHENYL)THIOPHENE

Cas:1030825-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

ACHIEVER SYSTEAM BIOCHEM CO., LTD.

We 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

2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:100 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Hefei Zhaobo Technology Co., Ltd.

Our 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

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene CAS 1030825-20-7

Cas:1030825-20-7

Min.Order:1 Kilogram

FOB Price: $150.0 / 180.0

Type:Trading Company

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&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

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Chemlyte Solutions

Chemlyte 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

Featured products 2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene

Cas:1030825-20-7

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

Synthetic route

(5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone
1132832-75-7

(5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
106-38-7

para-bromotoluene

2-chloromethyl-5-(4-fluorophenyl)thiophene

2-chloromethyl-5-(4-fluorophenyl)thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With aluminum (III) chloride In ethyl acetate at 80℃; for 8h; Cooling with ice;87%
5-(5-bromo-2-methylphenyl)-1-(4-fluorophenyl)pentane-1,4-dione

5-(5-bromo-2-methylphenyl)-1-(4-fluorophenyl)pentane-1,4-dione

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With Lawessons reagent In toluene for 4h; Solvent; Reflux;86%
With phosphorus trisulfide In diphenylether at 170 - 180℃; for 2h;63%
2-(4-fluorophenyl)-5-((5-amino-2-methylphenyl)methyl)thiophene

2-(4-fluorophenyl)-5-((5-amino-2-methylphenyl)methyl)thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
58861-48-6

2-(4-fluorophenyl)thiophene

1-bromo-3-(chloromethyl)-4-methylbenzene
87604-18-0

1-bromo-3-(chloromethyl)-4-methylbenzene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With zinc(II) chloride In ethyl acetate for 6h; Reflux; Large scale;78%
para-bromotoluene
106-38-7

para-bromotoluene

2-bromomethyl-5-(4-fluorophenyl)thiophene

2-bromomethyl-5-(4-fluorophenyl)thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With zinc(II) chloride at 70℃; for 3h;73%
1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
58861-48-6

2-(4-fluorophenyl)thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
21900-41-4

5-bromo-2-methylbenzoyl chloride

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
79669-49-1

5-bromo-2-methylbenzoic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
115933-30-7

5-(4-fluorophenyl)thiophene-2-carboxylic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
918487-45-3

5-(4-fluorophenyl)thiophene-2-carbonyl chloride

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
98-03-3

thiophene-2-carbaldehyde

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
249504-38-9

5-(4-fluorophenyl)thiophene-2-carboxaldehyde

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
1765-93-1

4-fluoroboronic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
64688-68-2

2-methyl-5-nitrobenzoyl chloride

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
(5-bromothiophen-2-yl)(2-methyl-5-nitrophenyl)methanone

(5-bromothiophen-2-yl)(2-methyl-5-nitrophenyl)methanone

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
90050-59-2

5-bromo-2-methylbenzaldehyde

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
462-06-6

fluorobenzene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
366-77-8

4-(4-fluorophenyl)-4-oxopropionic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
4701-17-1

5-bromo-2-thiophencarboxaldehyde

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
1225916-69-7

[5-(4-fluorophenyl)thiophen-2-yl]methanol

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
C14H17BrO3

C14H17BrO3

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
14594-25-3

ethyl 5-bromo-4-oxopentanoate

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
106-38-7

para-bromotoluene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
765-58-2

2-bromo-5-methyl thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
554-14-3

2-Methylthiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
59311-27-2

2-bromo-5-(bromomethyl)-thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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-bromo-5-[(5-nitro-2-methylphenyl)methyl]thiophene

2-bromo-5-[(5-nitro-2-methylphenyl)methyl]thiophene

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
58861-48-6

2-(4-fluorophenyl)thiophene

5-bromo-2-methylbenzoic acid
79669-49-1

5-bromo-2-methylbenzoic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
13096-62-3

(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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-2-ol

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-2-ol

Conditions
ConditionsYield
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
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(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
1030825-21-8

(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
ConditionsYield
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
67-56-1

methanol

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(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
1030825-21-8

(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
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

2-(4-fluoro-phenyl)-5-(2-methyl-benzyl)-thiophene

2-(4-fluoro-phenyl)-5-(2-methyl-benzyl)-thiophene

Conditions
ConditionsYield
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
67-56-1

methanol

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(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
1358581-37-9

(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
ConditionsYield
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
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

(2R,3S,4S,5S)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)hexane-1,2,3,4,5,6-hexaol

(2R,3S,4S,5S)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)hexane-1,2,3,4,5,6-hexaol

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

C70H82O6Si4

C70H82O6Si4

(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
1358581-37-9

(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
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

2,3,4,6-tetra-O-trimethylsilyl-D-glucono-1,5-lactone

2,3,4,6-tetra-O-trimethylsilyl-D-glucono-1,5-lactone

(2R,3S,4R,5R)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-2,3,4,5,6-pentahydroxyhexan-1-one

(2R,3S,4R,5R)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-2,3,4,5,6-pentahydroxyhexan-1-one

Conditions
ConditionsYield
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
75-75-2

methanesulfonic acid

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(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
1358581-37-9

(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
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

C18H42O6Si4

C18H42O6Si4

(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
1358581-37-9

(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
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

3,4,6-tri-O-benzyl-D-glucal epoxide
74372-90-0

3,4,6-tri-O-benzyl-D-glucal epoxide

(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3-ol

(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3-ol

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose
1432591-75-7

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
1432591-84-8

2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

2-(azido(5-bromo-2-methylphenyl)methyl)-5-(4-fluorophenyl)thiophene

2-(azido(5-bromo-2-methylphenyl)methyl)-5-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

3,5-bis-trifluromethylphenylboronic acid
73852-19-4

3,5-bis-trifluromethylphenylboronic acid

C26H16BrF7S

C26H16BrF7S

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
898566-17-1

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)

Conditions
ConditionsYield
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
1030825-20-7

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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

C36H57FO6SSi4

C36H57FO6SSi4

Conditions
ConditionsYield
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
1030825-20-7

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
110391-10-1

(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
1413373-77-9

(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
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

canagliflozin
842133-18-0

canagliflozin

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

bis(3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl)chloroalane

bis(3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl)chloroalane

Conditions
ConditionsYield
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
1030825-20-7

2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene

3,4,6-tri-O-benzyl-D-glucal epoxide
74372-90-0

3,4,6-tri-O-benzyl-D-glucal epoxide

A

C45H43FO5S

C45H43FO5S

B

(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3-ol

(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3-ol

Conditions
ConditionsYield
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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