Dayangchem's 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. DayangChem can provide different quantities
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inquiryhebei 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 developm
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inquiryWe 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
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inquiry1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene CAS No.:1103738-29-9 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on
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inquiryhigh quality Appearance:white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai
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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
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inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi
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inquiryOur 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
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1063.html Product Name 1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene CAS No.
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiry4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Basic information Product Name: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Synonyms: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene;1-chloro-2-(4-etho
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inquiryDensity: 1.531 ± 0.06 g/cm3 (Predicted) Melting point: 62 – 64 ° C Boiling point: 411.2 ± 40.0 ° C (Predicted) Solubility: DMSO (Slightly), Methanol (Slightly) Storage conditions: 2-8 ° C (protect from light) Sensitivi
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryCAS No.: 1103738-29-9 Synonyms: 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene Formula: C15H14ClIO Exact Mass: 371.97800 Mo
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by email in time prod
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
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inquiryHangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac
Cas:1103738-29-9
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Cas:1103738-29-9
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inquiry4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene CAS:1103738-29-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in hi
Cas:1103738-29-9
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryProduct Name: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Synonyms: EOS-61384;Ipragliflozin intermediate 2;4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene;1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene;SOTA-006;EGT-OET(I);1-CHLORO-2(4-ETHOXYPHENYYL)METHYL-4-
Cas:1103738-29-9
Min.Order:100 Gram
Negotiable
Type:Lab/Research institutions
inquiryprice, service, company and transport advantage: 1. best service, high quality and reasonable price. 2. it's customers' right to choose the package (ems, dhl, fedex, ups). 3. it's customers' right to choose the packing w
Cas:1103738-29-9
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Negotiable
Type:Trading Company
inquiryAppearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
Cas:1103738-29-9
Min.Order:100 Gram
Negotiable
Type:Lab/Research institutions
inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
Cas:1103738-29-9
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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Min.Order:1 Gram
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Type:Lab/Research institutions
inquiry1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures
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inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
Cas:1103738-29-9
Min.Order:4 Kilogram
Negotiable
Type:Lab/Research institutions
inquiry(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In acetonitrile at 5 - 20℃; for 17.5h; | 97.4% |
With triethylsilane; boron trifluoride diethyl etherate In acetonitrile at 5 - 20℃; for 17.508h; Inert atmosphere; | 97.4% |
Stage #1: (2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone With sodium tetrahydroborate In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: With aluminum (III) chloride at 10℃; for 0.5h; Reflux; | 91.2% |
2-bromomethyl-1-chloro-4-iodo-benzene
4-bromoethoxybenzene
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Stage #1: 4-bromoethoxybenzene With iodine; magnesium; methoxybenzene at 47℃; for 3.2h; Stage #2: 2-bromomethyl-1-chloro-4-iodo-benzene With copper(l) iodide at -18 - 20℃; for 16.2h; Temperature; | 95.9% |
2-chloro-5-iodobenzoylchloride
Phenetole
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-5-iodobenzoylchloride; Phenetole With aluminum (III) chloride In dichloromethane at -5 - 15℃; Stage #2: at 25 - 30℃; for 26h; | 67% |
Stage #1: Phenetole With aluminum (III) chloride In dichloromethane at -3 - 5℃; for 0.5h; Stage #2: 2-chloro-5-iodobenzoylchloride In dichloromethane at 0 - 25℃; for 12h; Stage #3: In dichloromethane at 30℃; for 16h; | 67% |
Stage #1: 2-chloro-5-iodobenzoylchloride; Phenetole With aluminum (III) chloride In dichloromethane at 0 - 5℃; for 2h; Stage #2: In dichloromethane at 25 - 30℃; for 26h; | 67% |
(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With triethylsilane In acetonitrile |
2-chloro-5-iodobenzoylchloride
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 2.33 h / -7 - 9 °C / Inert atmosphere 2: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 0.12 h / -7 - 9 °C / Inert atmosphere 1.2: 2.22 h / 3 - 5 °C 2.1: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 2 h / 5 - 15 °C / Industrial scale 2: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 20 - 30 °C / Industrial scale View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride; water / dichloromethane / 2 h / 5 - 15 °C / Industrial scale 2: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 20 - 30 °C / Industrial scale View Scheme |
2-chloro-5-iodobenzoic acid
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20.93 h 2: aluminum (III) chloride / dichloromethane / 2.33 h / -7 - 9 °C / Inert atmosphere 3: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 10 - 25 °C 2.1: aluminum (III) chloride / dichloromethane / -5 - 15 °C 2.2: polymethylhydrosiloxane (PMHS) / 26 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16.17 h / 10 - 25 °C 2.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C 2.2: 12 h / 0 - 25 °C 2.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C View Scheme |
Phenetole
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: oxalyl chloride / dichloromethane; N,N-dimethyl-formamide / 4 h / 20 °C 1.2: 3 h / 0 - 20 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0 - 20 °C View Scheme |
fluorobenzene
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
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 / 50 - 65 °C 3.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Inert atmosphere 3.2: 0.5 h / 10 °C / Reflux View Scheme |
(2-chloro-5-iodophenyl)(4-fluorophenyl)methanone
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide / 50 - 65 °C 2.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: 0.5 h / 10 °C / Reflux View Scheme |
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃; for 1h; Stage #2: C30H33NO6 In tetrahydrofuran; toluene at -5 - 0℃; | 91% |
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5 - 0℃; for 1h; Inert atmosphere; Stage #2: C20H27NO7 In tetrahydrofuran at 25 - 30℃; Inert atmosphere; | 91% |
2-methylmercapto-ethanol
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 12h; | 91% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
(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
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃; for 2h; 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; n-heptane at -5 - 0℃; for 2h; Stage #3: With hydrogenchloride In tetrahydrofuran; methanol; n-heptane at 0 - 20℃; for 16h; | 90% |
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃; Stage #2: C26H25ClO5 In tetrahydrofuran; toluene at 0 - 5℃; | 90% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone
isopropylmagnesium chloride
A
(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 | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 6h; Industrial scale; Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -10 - -5℃; for 6.5h; Industrial scale; Stage #3: With citric acid In tetrahydrofuran; water at 0 - 5℃; for 1h; Industrial scale; stereoselective reaction; | A 87% B n/a C n/a |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
(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
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With butyl magnesium bromide 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; | 86% |
ethylthioacetic acid methyl ester
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
carbon monoxide
Conditions | Yield |
---|---|
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; under 15001.5 Torr; for 16h; | 86% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With dichloro(1,5-cyclooctadiene)palladium(II); silver(I) acetate; potassium carbonate; citric acid In toluene at 130℃; for 3h; Schlenk technique; Inert atmosphere; | 85% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); C51H73O2P; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; | 83% |
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; | 83% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
dapagliflozin
Conditions | Yield |
---|---|
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; | 82% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
(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
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With TurboGrignard In tetrahydrofuran at -30 - -20℃; for 1h; Inert atmosphere; Stage #2: With methanesulfonic acid In tetrahydrofuran; methanol at -10 - 30℃; for 2h; Inert atmosphere; | 81.8% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
((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
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5℃; for 3h; Industry scale; Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -25 - -20℃; for 3.68333h; Product distribution / selectivity; Industry scale; | 81% |
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5℃; for 3h; Industry scale; Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -25 - -20℃; Product distribution / selectivity; Industry scale; | 81% |
With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 4.5h; | 76% |
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 1.5h; 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 0 - 20℃; Product distribution / selectivity; | 76% |
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 1.5h; 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 0 - 20℃; for 3h; Reagent/catalyst; Temperature; | 178 mg |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
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
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In 2-methyltetrahydrofuran 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(III) acetylacetonate In 2-methyltetrahydrofuran at 0 - 30℃; for 2.5h; | 78% |
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -10 - -5℃; for 2h; Inert atmosphere; Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With copper dichloride In tetrahydrofuran at 5 - 10℃; for 13h; Reagent/catalyst; | 75% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
((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
Conditions | Yield |
---|---|
With i-PrMgCl In tetrahydrofuran | 76% |
4-methylsulfanyl-2-butanone
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
carbon monoxide
Conditions | Yield |
---|---|
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; under 15001.5 Torr; for 16h; | 75% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
formamide
Conditions | Yield |
---|---|
With zinc diacetate; nixantphos In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Inert atmosphere; | 73% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
A
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
Conditions | Yield |
---|---|
With bis(acetylacetonate)nickel(II); magnesium chloride; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; zinc In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; Cooling with ice; | A 65% B n/a |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With copper(l) iodide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; | 58.8% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; Aminoiminomethanesulfinic acid In dimethyl sulfoxide at 100℃; for 14h; Green chemistry; | 52% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
N-Methyl-N-phenethylamine
Conditions | Yield |
---|---|
With dmap; 1-ethenyl-4-methylbenzene; palladium(II) acetylacetonate; 2,3,4,5-tetrabromothiophene 1,1-dioxide In dimethyl sulfoxide at 95℃; for 24h; Sealed tube; Inert atmosphere; | 45% |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale 1.2: -25 - -20 °C / Industry scale 2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C 3.1: acetic acid / water / 15 h / 100 °C 3.2: 0 - 20 °C 4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C 4.2: 3 h / 20 °C 5.1: sodium methylate / methanol / 2.25 h / 20 °C / Industry scale; Inert atmosphere 5.2: 1.5 h / 0 - 20 °C / Industry scale View Scheme | |
Multi-step reaction with 5 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 - 5 °C 1.2: 3 h / 0 - 20 °C 2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol / -78 - -70 °C 3.1: acetic acid / water / 15 h / 100 °C 3.2: 2 h / 0 - 20 °C 4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C 4.2: 3 h / 20 °C 5.1: sodium methylate / methanol / 2.25 h / 20 °C / Inert atmosphere; Large scale View Scheme |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
[(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale 1.2: -25 - -20 °C / Industry scale 2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C 3.1: acetic acid / water / 15 h / 100 °C 3.2: 0 - 20 °C 4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C 4.2: 3 h / 20 °C View Scheme |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale 1.2: -25 - -20 °C / Industry scale 2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C 3.1: acetic acid / water / 15 h / 100 °C 3.2: 0 - 20 °C View Scheme |
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