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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

4-(5-Brom-2-chlorbenzyl)phenyl-ethyleth

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

High quality Dapagliflozin intermediate CAS: 461432-23-5

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $100.0

Type:Trading Company

inquiry

Wuhan BJM Pharm Inc.

Specification Product Name:5-bromo-2-chloro-4 '-ethoxy diphenylmethane Product number:BJM-035 CAS:461432-23-5 Molecular formula: 461432-23-5 Molecular weight:325.63 Content:99.0%min English name: 5-bromo-2-chloro-4 '-ethoxy diphenylme

5-bromo-2-chloro-4’-ethoxydiphenylmethane

Cas:461432-23-5

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

inquiry

Hunan Wistar Imp. & Exp. Co., Ltd.

The company serves as a key global supplier of statins intermediates, which has a solid industrial foundation in the field of statins for lipid-lowering drugs, and holds a leading position in the market. Leveraging extensive experience in research an

Buy Reliable Best Quality 461432-23-5 Safe Shipping

Cas:461432-23-5

Min.Order:25 Kilogram

Negotiable

Type:Trading Company

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether Manufacturer/High quality/Best price/In stock

Cas:461432-23-5

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 5-bromo-2-chloro-4’-ethoxydiphenylmethane supplier in China

Cas:461432-23-5

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------

High purity 4-(5-bromo-2-chlorobenzyl)phenyl ethyl ether;5-bromo-2-chloro-4'-ethoxydiphenylmethane 461432-23-5

Cas:461432-23-5

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO

5-bromo-2-chloro-4’-ethoxydiphenylmethane manufacturer/supplier

Cas:461432-23-5

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages of 5-bromo-2-chloro-4-ethoxydiphenylmethane Cas 461432-23-5 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Almost white powder Storage:Cool dry place

High quality 5-bromo-2-chloro-4-ethoxydiphenylmethane Cas 461432-23-5 with good price

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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

5-bromo-2-chloro-4'-ethoxydiphenylmethane

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Ality Chemical Corporation

The 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

Factory Supply 4-Bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene

Cas:461432-23-5

Min.Order:1

Negotiable

Type:Other

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

High Quality 99% 461432-23-5 5-bromo-2-chloro-4’-ethoxydiphenylmethane Manufacturer

Cas:461432-23-5

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

COLORCOM LTD.

Colorcom is a global leader in industrial chemical manufacturing and is continuously innovating and transforming to exceed client expectations and industry standards. Colorcom prides itself on superior customer and technical focus, while focusing on

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether

Cas:461432-23-5

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

4-Bromo-1-chloro-2-(4-ethoxybenzyl)-benzene

Cas:461432-23-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/1059.html Product Name 4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether CAS No.

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether

Cas:461432-23-5

Min.Order:1 Gram

FOB Price: $45.0

Type:Lab/Research institutions

inquiry

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.

5-bromo-2-chloro-4’-ethoxydiphenylmethane

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

5-bromo-2-chloro-4’-ethoxydiphenylmethane Basic information Product Name: 5-bromo-2-chloro-4’-ethoxydiphenylmethane Synonyms: 5-bromo-2-chloro-4’-ethoxydiphenylmethane;

TIANFU-CHEM 461432-23-5

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our 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

Factory Direct Supply of Dagliflozin Intermediates cas 461432-23-5

Cas:461432-23-5

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

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

Pharmaceutical Grade CAS 461432-23-5 with competitive price

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developmen

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 email in time prod

Benzene, 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]-

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Sinotech Import&Export Corporation

Name 5-bromo-2-chloro-4’-ethoxydiphenylmethane/4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether Synonyms 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene; 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

5-bromo-2-chloro-4'-ethoxydiphenylmethane CAS: 461432-23-5

Cas:461432-23-5

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Hubei Langyou International Trading Co., Ltd

Advantages: 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 service is

5-bromo-2-chloro-4’-ethoxydiphenylmethane CAS NO 461432-23-5

Cas:461432-23-5

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Hangzhou Think Chemical Co. Ltd

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether CAS NO.:461432-23-5 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the ma

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

Benzene, 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]- 461432-23-5

Cas:461432-23-5

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

4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether

Cas:461432-23-5

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 present,

5-bromo-2-chloro-4’-ethoxydiphenylmethane

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $300.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

5-bromo-2-chloro-4’-ethoxydiphenylmethane CAS:461432-23-5 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing

5-bromo-2-chloro-4’-ethoxydiphenylmethane CAS:461432-23-5

Cas:461432-23-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Mojin Biotechnology Co.,Ltd

Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in lead acetate, diphenyl ethylamine and other chemical raw materials and chemical reagents research and development production enterprises. Our business covers more than 30 countries,

High quality of 5-bromo-2-chloro-4’-ethoxydiphenylmethane

Cas:461432-23-5

Min.Order:1 Kilogram

FOB Price: $25.0

Type:Trading Company

inquiry

Synthetic route

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
461432-22-4

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In 1,2-dichloro-ethane; acetonitrile at 0 - 50℃; for 3h;97%
Stage #1: (5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone With sodium tetrahydroborate In dichloromethane; acetonitrile at 30 - 40℃; for 0.5h;
Stage #2: With chloro-trimethyl-silane In dichloromethane; acetonitrile at 30 - 40℃; for 3h;
Stage #3: With boron trifluoride diethyl etherate In dichloromethane; acetonitrile at 0 - 35℃; for 8h; Inert atmosphere;
96%
Stage #1: (5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone With sodium tetrahydroborate In tetrahydrofuran at 10 - 15℃; for 0.5h; Inert atmosphere; Industry scale;
Stage #2: With aluminum (III) chloride In tetrahydrofuran at -5 - 70℃; for 20h; Inert atmosphere;
Stage #3: With water at 0 - 40℃; Inert atmosphere;
94%
4-(5-bromo-2-chlorobenzyl)phenol
864070-18-8

4-(5-bromo-2-chlorobenzyl)phenol

ethyl iodide
75-03-6

ethyl iodide

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone at 20℃;96%
4-bromo-1-chloro-2-(chloromethyl)benzene

4-bromo-1-chloro-2-(chloromethyl)benzene

Phenetole
103-73-1

Phenetole

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
With aluminum (III) chloride In ethyl acetate at 78℃; for 9h; Cooling with ice; Large scale;89%
5-bromo-2-amino-4'-ethoxydiphenylmethane

5-bromo-2-amino-4'-ethoxydiphenylmethane

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Stage #1: 5-bromo-2-amino-4'-ethoxydiphenylmethane With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 3h; Large scale;
Stage #2: With hydrogenchloride; copper(l) chloride In water at 20 - 80℃; for 4h; Large scale;
83%
Stage #1: 5-bromo-2-amino-4'-ethoxydiphenylmethane With hydrogenchloride; sodium nitrite In water at -5℃; for 3h; Industrial scale;
Stage #2: With copper(l) chloride In water at 20 - 80℃; for 4h; Industrial scale;
83%
Stage #1: 5-bromo-2-amino-4'-ethoxydiphenylmethane With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 3h; Large scale;
Stage #2: With hydrogenchloride; copper(l) chloride In water at 20 - 80℃; for 3h; Large scale;
79%
Phenetole
103-73-1

Phenetole

5-Bromo-2-chlorobenzyl bromide
149965-41-3

5-Bromo-2-chlorobenzyl bromide

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
With zinc(II) chloride at 75℃; for 6h;71%
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
461432-22-4

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
With potassium hydroxide; BF3.Et2O; Et3SiH In water; acetonitrile
5-bromo-2-chlorobenzoic acid
21739-92-4

5-bromo-2-chlorobenzoic acid

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 h / 20 °C
1.2: 3 h / 0 - 24 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 - 24 °C
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C
2: aluminum (III) chloride / dichloromethane / 1 h / -5 - 0 °C
3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -20 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux
2: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere
3: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C
View Scheme
Phenetole
103-73-1

Phenetole

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 h / 20 °C
1.2: 3 h / 0 - 24 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 - 24 °C
View Scheme
Multi-step reaction with 2 steps
1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 15 h / 25 - 30 °C
1.2: 2 h / 0 - 10 °C
2.1: aluminum (III) chloride; sodium tetrahydroborate / Dimethyl ether / 30 h / 0 - 65 °C
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / -10 - 5 °C / Inert atmosphere
2: 1,1,3,3-Tetramethyldisiloxane / 5 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h
1.2: 1 h / 4 - 5 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 5 - 10 °C
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / 1 h / -20 - 20 °C
2: triethylsilane; boron trifluoride diethyl etherate / 1,2-dichloro-ethane; acetonitrile / 3 h / 0 - 50 °C
View Scheme
5-bromo-2-chloro-benzoyl chloride
21900-52-7

5-bromo-2-chloro-benzoyl chloride

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 0 °C
2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -20 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere
2: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C
1.2: 0 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -10 - 20 °C
View Scheme
5-bromo-2-chlorobenzoic acid
21739-92-4

5-bromo-2-chlorobenzoic acid

Phenetole
103-73-1

Phenetole

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Stage #1: 5-bromo-2-chlorobenzoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 25 - 30℃; for 1h; Inert atmosphere;
Stage #2: Phenetole With aluminum (III) chloride In dichloromethane at 0 - 5℃; for 2h;
Stage #3: With triethylsilane In dichloromethane at 20 - 25℃; for 36h; Reagent/catalyst; Temperature;
2.5 g
4-Bromo-2-methylaniline
583-75-5

4-Bromo-2-methylaniline

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) chloride; hydrogenchloride; sodium nitrite / water; 1,4-dioxane / 3.5 h / -5 - 80 °C
2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 5 h / Reflux
3: zinc(II) chloride / 6 h / 75 °C
View Scheme
o-toluidine
95-53-4

o-toluidine

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C
2: copper(l) chloride; hydrogenchloride; sodium nitrite / water; 1,4-dioxane / 3.5 h / -5 - 80 °C
3: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 5 h / Reflux
4: zinc(II) chloride / 6 h / 75 °C
View Scheme
5-bromo-2-chlorobenzoic acid
21739-92-4

5-bromo-2-chlorobenzoic acid

C8H12O

C8H12O

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 10 - 30 °C
1.2: 1 h / Cooling with ice
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 30 °C / Cooling with ice
View Scheme
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide; toluene / 2 h / 60 °C / Large scale
2.1: hydroxylamine hydrochloride / ethanol / 4 h / Reflux; Large scale
2.2: 5 h / Reflux; Large scale
3.1: hydrogenchloride; boron trichloride; calcium chloride / chlorobenzene / 20 h / 100 °C / Large scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
4.2: 3 h / 20 - 80 °C / Large scale
5.1: lithium chloride; sodium tetrahydroborate / ethanol / 5 h / -5 - 70 °C / Large scale
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; tetrabutylammomium bromide / 10 h / 130 °C / Industrial scale
2.1: palladium(II) hydroxide; hydrogen / ethanol / 6 h / Reflux; Industrial scale
3.1: hydrogen fluoride / ethyl acetate / 8.5 h / Cooling with ice; Industrial scale
4.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
5.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
5.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
5-bromo-2-amino-4'-ethoxybenzophenone

5-bromo-2-amino-4'-ethoxybenzophenone

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
1.2: 3 h / 20 - 80 °C / Large scale
2.1: lithium chloride; sodium tetrahydroborate / ethanol / 5 h / -5 - 70 °C / Large scale
View Scheme
4-ethoxybenzonitrile
25117-74-2

4-ethoxybenzonitrile

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; boron trichloride; calcium chloride / chlorobenzene / 20 h / 100 °C / Large scale
2.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
2.2: 3 h / 20 - 80 °C / Large scale
3.1: lithium chloride; sodium tetrahydroborate / ethanol / 5 h / -5 - 70 °C / Large scale
View Scheme
4-ethoxybenzaldehyde
10031-82-0

4-ethoxybenzaldehyde

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydroxylamine hydrochloride / ethanol / 4 h / Reflux; Large scale
1.2: 5 h / Reflux; Large scale
2.1: hydrogenchloride; boron trichloride; calcium chloride / chlorobenzene / 20 h / 100 °C / Large scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
3.2: 3 h / 20 - 80 °C / Large scale
4.1: lithium chloride; sodium tetrahydroborate / ethanol / 5 h / -5 - 70 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1.1: palladium(II) hydroxide; hydrogen / ethanol / 6 h / Reflux; Industrial scale
2.1: hydrogen fluoride / ethyl acetate / 8.5 h / Cooling with ice; Industrial scale
3.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
4.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
4-bromo-aniline
106-40-1

4-bromo-aniline

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; boron trichloride; calcium chloride / chlorobenzene / 20 h / 100 °C / Large scale
2.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
2.2: 3 h / 20 - 80 °C / Large scale
3.1: lithium chloride; sodium tetrahydroborate / ethanol / 5 h / -5 - 70 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1.1: water; methanol / 5 h / 20 °C / Cooling with ice; Large scale
2.1: aluminum (III) chloride / ethyl acetate / 8 h / Cooling with ice; Reflux; Large scale
3.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
4.2: 4 h / 20 - 80 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1.1: water; methanol / 5.5 h / 20 °C / Cooling with ice; Industrial scale
2.1: hydrogen fluoride / ethyl acetate / 8.5 h / Cooling with ice; Industrial scale
3.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
4.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
p-cresol
106-44-5

p-cresol

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide; toluene / 2.5 h / 60 °C / Large scale
2.1: N-chloro-succinimide; dibenzoyl peroxide / Petroleum ether / 8 h / Reflux; Large scale
3.1: zinc(II) chloride / ethyl acetate / 8 h / Reflux; Large scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
4.2: 3 h / 20 - 80 °C / Large scale
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; tetrabutylammomium bromide / 10 h / 130 °C / Large scale
2.1: N-Bromosuccinimide; dibenzoyl peroxide / chloroform / 6 h / Reflux; Large scale
3.1: aluminum (III) chloride / ethyl acetate / 8 h / Cooling with ice; Reflux; Large scale
4.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
5.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
5.2: 4 h / 20 - 80 °C / Large scale
View Scheme
1-ethoxy-4-methylbenzene
622-60-6

1-ethoxy-4-methylbenzene

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-chloro-succinimide; dibenzoyl peroxide / Petroleum ether / 8 h / Reflux; Large scale
2.1: zinc(II) chloride / ethyl acetate / 8 h / Reflux; Large scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
3.2: 3 h / 20 - 80 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1.1: N-Bromosuccinimide; dibenzoyl peroxide / chloroform / 6 h / Reflux; Large scale
2.1: aluminum (III) chloride / ethyl acetate / 8 h / Cooling with ice; Reflux; Large scale
3.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
4.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
4.2: 4 h / 20 - 80 °C / Large scale
View Scheme
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / dichloromethane / 10.5 h / 5 °C / Large scale
2: sodium tetrahydroborate / ethanol / 4 h / 20 °C / Large scale
3: thionyl chloride / 3 h / 70 °C / Large scale
4: aluminum (III) chloride / ethyl acetate / 9 h / 78 °C / Cooling with ice; Large scale
View Scheme
2-chloro-5-bromobenzaldehyde
189628-37-3

2-chloro-5-bromobenzaldehyde

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium tetrahydroborate / ethanol / 4 h / 20 °C / Large scale
2: thionyl chloride / 3 h / 70 °C / Large scale
3: aluminum (III) chloride / ethyl acetate / 9 h / 78 °C / Cooling with ice; Large scale
View Scheme
5-bromo-2-chlorobenzyl alcohol
149965-40-2

5-bromo-2-chlorobenzyl alcohol

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 3 h / 70 °C / Large scale
2: aluminum (III) chloride / ethyl acetate / 9 h / 78 °C / Cooling with ice; Large scale
View Scheme
4-ethoxybenzyl bromide
2606-57-7

4-ethoxybenzyl bromide

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / ethyl acetate / 8 h / Cooling with ice; Reflux; Large scale
2.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
3.2: 4 h / 20 - 80 °C / Large scale
View Scheme
4-bromoacetanilide
103-88-8

4-bromoacetanilide

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / ethyl acetate / 8 h / Cooling with ice; Reflux; Large scale
2.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
3.2: 4 h / 20 - 80 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogen fluoride / ethyl acetate / 8.5 h / Cooling with ice; Industrial scale
2.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
3.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
2'-(4-ethoxybenzyl)-4'-bromoacetanilide

2'-(4-ethoxybenzyl)-4'-bromoacetanilide

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Large scale
2.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 - 0 °C / Large scale
2.2: 4 h / 20 - 80 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
2.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
2.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
(2-chloro-5-bromophenyl)(4-fluorophenyl)methanone
915095-85-1

(2-chloro-5-bromophenyl)(4-fluorophenyl)methanone

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / N,N-dimethyl-formamide / 50 - 60 °C
2: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 10 °C / Inert atmosphere
View Scheme
fluorobenzene
462-06-6

fluorobenzene

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 39 - 42 °C
1.2: Reflux
2.1: sodium hydroxide / N,N-dimethyl-formamide / 50 - 60 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 10 °C / Inert atmosphere
View Scheme
4-ethoxybenzyl alcohol
6214-44-4

4-ethoxybenzyl alcohol

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogen fluoride / ethyl acetate / 8.5 h / Cooling with ice; Industrial scale
2.1: hydrogenchloride / water; methanol / 6 h / 80 °C / Industrial scale
3.1: hydrogenchloride; sodium nitrite / water / 3 h / -5 °C / Industrial scale
3.2: 4 h / 20 - 80 °C / Industrial scale
View Scheme
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

4-(5-bromo-2-chlorobenzyl)phenol
864070-18-8

4-(5-bromo-2-chlorobenzyl)phenol

Conditions
ConditionsYield
With boron tribromide; sodium hydrogencarbonate In dichloromethane at 20 - 30℃; for 0.5h; Inert atmosphere;100%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With boron trichloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: With boron tribromide In dichloromethane at 0℃;
98%
With boron tribromide In dichloromethane for 1h;95%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one
1461750-25-3

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

C42H43ClO6

C42H43ClO6

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -80 - -75℃; for 3h; Inert atmosphere;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane at -80 - -75℃; for 4h;
100%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Sealed tube;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane at -78℃; for 1h; Sealed tube;
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(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,5R,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)tetrahydropyran-2-ol

(2S,3R,4S,5R,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)tetrahydropyran-2-ol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; 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 at -78℃; for 5h; Inert atmosphere;
100%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-hexyllithium In tetrahydrofuran; hexane; toluene at -84 - -74℃; for 1h; Large scale;
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 -74 - -15℃; for 2h; Large scale;
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; 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 at -78℃; for 5h;
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane at -78℃; for 5h;
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

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

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

(2S,3R,4S,5R,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)tetrahydropyran-2-ol

(2S,3R,4S,5R,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)tetrahydropyran-2-ol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Inert atmosphere;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane at -78℃; for 5h; Inert atmosphere;
100%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(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-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
461432-24-6

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane; toluene at -30℃; 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 for 1h;
99%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; toluene at -78 - -70℃; for 0.5h;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; toluene at -70℃; for 0.5h;
Stage #3: With methanesulfonic acid In methanol at 20℃; for 16h; Further stages.;
85%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(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-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; toluene at -80 - -70℃; 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; toluene at -80 - -70℃; for 1h;
Stage #3: With trifluoroacetic acid In tetrahydrofuran; water; toluene at -20 - 20℃;
98.4%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -80 - -78℃; for 0.5h; Inert atmosphere; Large scale;
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 for 1h; Cooling; Large scale;
Stage #3: With trifluoroacetic acid In tetrahydrofuran; hexane; water; toluene at -30 - 15℃; for 2h; Large scale;
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

2-chloro-N-methoxy-N-methylacetamide
67442-07-3

2-chloro-N-methoxy-N-methylacetamide

2-chloro-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)ethanone

2-chloro-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)ethanone

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h;
Stage #2: 2-chloro-N-methoxy-N-methylacetamide In tetrahydrofuran; hexane at -78℃; for 3h;
98%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

A

2-chloro-4'-ethoxydiphenylmethane

2-chloro-4'-ethoxydiphenylmethane

B

1-benzyl-4-ethoxybenzene
35672-52-7

1-benzyl-4-ethoxybenzene

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 3h; Reagent/catalyst;A n/a
B 96%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

2-chloro-4'-ethoxydiphenylmethane

2-chloro-4'-ethoxydiphenylmethane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 0.5h;93%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With ammonium chloride In tetrahydrofuran at 20℃; for 0.5h;
93%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(3R,4R,6R)-3,4-bis(benzyloxy)-6-((benzyloxy)methyl)-5,5-difluorotetrahydro-2H-pyran-2-one
1369405-80-0

(3R,4R,6R)-3,4-bis(benzyloxy)-6-((benzyloxy)methyl)-5,5-difluorotetrahydro-2H-pyran-2-one

C42H41ClF2O6
1369406-03-0

C42H41ClF2O6

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Inert atmosphere;
Stage #2: (3R,4R,6R)-3,4-bis(benzyloxy)-6-((benzyloxy)methyl)-5,5-difluorotetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -98℃; for 3h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane; toluene at -98 - 20℃; stereoselective reaction;
91%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
461432-22-4

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(II) acetate monohydrate In water at 80℃; for 8h;90%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-thiopyran-2-one
131757-92-1

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-thiopyran-2-one

2,3,4,6-tetra-O-benzyl-1-C-[4-chloro-3-(4-ethoxybenzyl)phenyl]-5-thio-D-glucopyranose
1221506-04-2

2,3,4,6-tetra-O-benzyl-1-C-[4-chloro-3-(4-ethoxybenzyl)phenyl]-5-thio-D-glucopyranose

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With magnesium; ethylene dibromide In tetrahydrofuran at 20℃; Reflux;
Stage #2: (3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-thiopyran-2-one In tetrahydrofuran at 20℃; for 1h; Grignard reaction;
Stage #3: With ammonium chloride In tetrahydrofuran; water Saturated solution;
89%
(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

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

C49H49ClO7

C49H49ClO7

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -78℃;
88%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

C19H25NO6

C19H25NO6

C30H31ClO6

C30H31ClO6

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With isopropylmagnesium chloride In tetrahydrofuran at -5 - 0℃; for 1h; Inert atmosphere;
Stage #2: C19H25NO6 In tetrahydrofuran at 25 - 30℃; Inert atmosphere;
88%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

2,3,4,5,6-penta-O-benzyl aldehydo D-glucose
78699-85-1

2,3,4,5,6-penta-O-benzyl aldehydo D-glucose

2-chloro-(1-methoxy-2,3,4,5,6-penta-benzyl-D-glucose)-2-ethoxydiphenylmethane

2-chloro-(1-methoxy-2,3,4,5,6-penta-benzyl-D-glucose)-2-ethoxydiphenylmethane

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h;
Stage #2: 2,3,4,5,6-penta-O-benzyl-aldehydo-D-glucose In tetrahydrofuran; hexane at -70℃; for 2h;
Stage #3: With water In tetrahydrofuran; hexane at -70 - 20℃; for 20h;
87.1%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

2,3,4,6-tetrakis(benzyloxy)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)hexane-1,5-diol

2,3,4,6-tetrakis(benzyloxy)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)hexane-1,5-diol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With iodine; magnesium In tetrahydrofuran at 60℃; for 1h;
Stage #2: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose With isopropylmagnesium bromide In tetrahydrofuran at 0 - 60℃; for 2h;
87%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone
1103738-19-7

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone
1103738-30-2

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran at -80 - -70℃; for 1h;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone In tetrahydrofuran at -80 - 0℃;
86.3%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(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

C50H49ClO6
1413373-21-3

C50H49ClO6

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With magnesium; ethylene dibromide In tetrahydrofuran for 1h; Inert atmosphere; Reflux;
Stage #2: (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one In tetrahydrofuran at 25℃; for 3h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water
86%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
461432-25-7

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With isopropylmagnesium chloride In tetrahydrofuran at -5 - 0℃; for 2h;
Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With N,N,N,N,-tetramethylethylenediamine; isopropylmagnesium chloride; cobalt(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 30℃; for 2.5h; Reagent/catalyst; Solvent;
84%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; acetone at -78℃; for 1h; Inert atmosphere;
Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With copper(l) iodide In tetrahydrofuran at -40 - -30℃; for 1h; Reagent/catalyst; Temperature;
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

acetic anhydride
108-24-7

acetic anhydride

1-(4-chloro-3-(4-ethoxybenzyl)phenyl)ethanone

1-(4-chloro-3-(4-ethoxybenzyl)phenyl)ethanone

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With magnesium; methyl iodide In tetrahydrofuran for 1h; Reflux;
Stage #2: acetic anhydride In tetrahydrofuran at -20 - 20℃; for 3h;
84%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}-tetrahydro-2H-pyran-2-one

3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}-tetrahydro-2H-pyran-2-one

allyl alcohol
107-18-6

allyl alcohol

2-allyloxy-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-hydroxymethyI-tetrahydro-pyran-3,4,5-triol

2-allyloxy-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-hydroxymethyI-tetrahydro-pyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -80 - -70℃; for 1h;
Stage #2: 3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}-tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -80 - -70℃;
Stage #3: allyl alcohol With methanesulfonic acid In tetrahydrofuran; hexane; toluene at -80 - -20℃;
83%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -80 - -70℃; for 1h;
Stage #2: 3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}-tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -80 - -70℃;
Stage #3: allyl alcohol With methanesulfonic acid In tetrahydrofuran; hexane; toluene at -80 - 20℃;
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one
1431329-05-3

(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one

(2R,3S,4S)-2,3,4-tribenzyloxy-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxanepent-4-yl)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)butan-1-one

(2R,3S,4S)-2,3,4-tribenzyloxy-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxanepent-4-yl)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)butan-1-one

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With isopropylmagnesium chloride In tetrahydrofuran at -5 - 0℃; for 1h; Inert atmosphere;
Stage #2: (2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one In tetrahydrofuran at 20 - 30℃; Inert atmosphere;
83%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

C18H42O6Si4

C18H42O6Si4

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
714269-57-5

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane; toluene at -78 - -65℃; for 2h; Inert atmosphere;78.6%
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(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-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
714269-57-5

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78 - -68℃; 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; n-heptane; cyclohexane at -78 - -68℃; for 30h;
78.3%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Large scale;
Stage #2: (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 -78℃; for 3h; Large scale;
78%
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Inert atmosphere; Industrial scale;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With methanesulfonic acid In tetrahydrofuran; methanol; hexane; toluene at -78 - 40℃; for 14h; Industrial scale;
78%
Multi-step reaction with 2 steps
1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: methanol / 10 h / 20 °C
View Scheme
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

methanesulfonic acid
75-75-2

methanesulfonic acid

(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-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
714269-57-5

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Inert atmosphere; Large scale;
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; Large scale;
Stage #3: methanesulfonic acid In methanol at 0 - 40℃; for 11h; Large scale;
78%
(4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one
79999-46-5, 72605-77-7

(4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
461432-23-5

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

C42H43ClO6

C42H43ClO6

Conditions
ConditionsYield
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h;
Stage #2: (4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h;
78%

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