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inquiry2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol CAS No.:923289-21-8 Name: 2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol Molecular Structure Molecular Formula: C17H18N2O2S
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inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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inquiryColorcom 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
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inquiryDayangChem 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
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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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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O
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inquiryOur advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva
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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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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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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiry923289-21-8 C17H18N2O2S 4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-Appearance:white powder Storage:Normal temperature Package:according to customers' requirements Application:Heterocycles Transportation:By
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inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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inquiry1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
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inquiryCAS 923289-21-8 Molecular formula C17H18N2O2S Molecular weight 314.40200 Accurate mass 314.10900 Appearance:Detailed see specifications Storage:keep sealed and keep from direct light Package:According to client's requirements Appl
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inquiryAppearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea
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inquiryHigh quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use
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inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryhigh purity,in stock Package:25kg/drum,or as per customers'demand Application:API,Pharmaceutical intermediates Transportation:air,sea,courier
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inquiryJinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands
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inquiryEnterprise standard Application:Pharma Intermediate
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inquirySuperior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Sealed in a cool ,dry and microtherm place , avoid light . Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:It is an impor
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inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
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inquiryOur clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
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inquiryTAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp
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inquiryWe are committed to providing our customers with the best products and services at the most competitive prices.Appearance:white to light yellow crystal powder Storage:Room temperature with sealed well Package:according to the clients requirement Appl
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiryN-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Stage #1: N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide With potassium tert-butylate In tert-butyl alcohol for 18h; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; | 99% |
With potassium tert-butylate In tert-butyl alcohol for 18h; Inert atmosphere; Reflux; | 99% |
With potassium tert-butylate In tert-butyl alcohol at 100℃; for 8h; | 90% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With hydrogenchloride In water for 14h; Inert atmosphere; Reflux; | 80% |
3-methyl-butan-2-one
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: bromine / methanol / 3 h / -30 - 20 °C / Inert atmosphere 2.1: ethanol / 1.5 h / Inert atmosphere; Reflux 3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 4.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme |
1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme |
4-isopropylthiazole-2-carboxylic acid
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C 2: acetone / 4.5 h / 0 - 20 °C 3: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme |
1-bromo-3-methyl-2-butanone
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ethanol / 1.5 h / Inert atmosphere; Reflux 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 5 steps 1: ethanol / 2 h / 75 °C 2: lithium hydroxide monohydrate / methanol / 3.5 h / 0 - 20 °C 3: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C 4: acetone / 4.5 h / 0 - 20 °C 5: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C View Scheme |
2-methyl-3-methoxyaniline
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: boron trichloride / dichloromethane; para-xylene / 0.5 h / 0 °C / Inert atmosphere 1.2: 0.5 h / 0 °C / Inert atmosphere 1.3: 19.75 h / 0 - 70 °C / Inert atmosphere 2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 7 steps 1: methanol / 4 h / 20 °C 2: Eaton′s Reagent / 1 h / 50 °C 3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4: ammonia / methanol / 20 °C 5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 6: methanol / 48 h / 20 °C 7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 7 steps 1: methanol / 4 h / 20 °C 2: Eaton′s Reagent / 1 h / 50 °C 3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4: magnesium chloride / acetonitrile / 20 h / 80 °C 5: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere 6: manganese(IV) oxide / 24 h / Reflux 7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 8 steps 1: methanol / 4 h / 20 °C 2: Eaton′s Reagent / 1 h / 50 °C 3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4: ammonia / methanol / 20 °C 5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 6: potassium carbonate / methanol / 24 h / 50 °C 7: isopropyl alcohol / 24 h / 100 °C 8: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere 2: manganese(IV) oxide / 24 h / Reflux 3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: manganese(IV) oxide / 24 h / Reflux 2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 2: methanol / 48 h / 20 °C 3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 4 steps 1: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 2: potassium carbonate / methanol / 24 h / 50 °C 3: isopropyl alcohol / 24 h / 100 °C 4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol / 48 h / 20 °C 2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / methanol / 24 h / 50 °C 2: isopropyl alcohol / 24 h / 100 °C 3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
dimethyl 2-(3-methoxy-2-methylphenylamino)-2-butenedioate
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: Eaton′s Reagent / 1 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 3: ammonia / methanol / 20 °C 4: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 5: methanol / 48 h / 20 °C 6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 6 steps 1: Eaton′s Reagent / 1 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 3: magnesium chloride / acetonitrile / 20 h / 80 °C 4: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere 5: manganese(IV) oxide / 24 h / Reflux 6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 7 steps 1: Eaton′s Reagent / 1 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 3: ammonia / methanol / 20 °C 4: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 5: potassium carbonate / methanol / 24 h / 50 °C 6: isopropyl alcohol / 24 h / 100 °C 7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: isopropyl alcohol / 24 h / 100 °C 2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
methyl 4-hydroxy-7-methoxy-8-methylquinoline-2-carboxylate
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 2: ammonia / methanol / 20 °C 3: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 4: methanol / 48 h / 20 °C 5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 2: magnesium chloride / acetonitrile / 20 h / 80 °C 3: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere 4: manganese(IV) oxide / 24 h / Reflux 5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 2: ammonia / methanol / 20 °C 3: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 4: potassium carbonate / methanol / 24 h / 50 °C 5: isopropyl alcohol / 24 h / 100 °C 6: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: ammonia / methanol / 20 °C 2: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 3: methanol / 48 h / 20 °C 4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 4 steps 1: magnesium chloride / acetonitrile / 20 h / 80 °C 2: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere 3: manganese(IV) oxide / 24 h / Reflux 4: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 5 steps 1: ammonia / methanol / 20 °C 2: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere 3: potassium carbonate / methanol / 24 h / 50 °C 4: isopropyl alcohol / 24 h / 100 °C 5: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux View Scheme |
4-(1-methylethyl)thiazole-2-carboxylic acid ethyl ester
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: lithium hydroxide monohydrate / methanol / 3.5 h / 0 - 20 °C 2: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C 3: acetone / 4.5 h / 0 - 20 °C 4: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C View Scheme |
4-isopropylthiazole-2-carbonyl chloride
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetone / 4.5 h / 0 - 20 °C 2: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With NaOH In trichlorophosphate | 96% |
With sodium hydroxide; trichlorophosphate | 4.11 g (91%) |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester
C28H35N3O6S
Conditions | Yield |
---|---|
With 2-(diphenylphosphino)pyridine; di-isopropyl azodicarboxylate In tetrahydrofuran at -15 - 20℃; for 17h; | 85% |
With 2-(diphenylphosphino)pyridine; di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 80% |
With di-isopropyl azodicarboxylate In tetrahydrofuran at -15 - 20℃; Mitsunobu reaction; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; | 80% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; | 80% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate
C32H34N2O6S
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 2h; Product distribution / selectivity; Mitsunobu reaction; | 75% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity; Mitsunobu reaction; | 71% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C26H35BrN2O8S2
C37H48N4O7S2
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 75℃; | 74% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4h; Mitsunobu Displacement; Inert atmosphere; | 72% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
methyl (1R,2R,4R)-2-[5-hexen-1-yl-(methyl)carbamoyl]-4-hydroxycyclopentanecarboxylate
methyl (1R,2R,4S)-2-[5-hexen-1-yl(methyl)carbamoyl]-4-[[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methyl-4-quinolinyl]oxy]cyclopentanecarboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 19 - 20h; Product distribution / selectivity; | 71% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
ethyl(2S,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-hydroxy-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate
Conditions | Yield |
---|---|
Stage #1: 8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol; ethyl(2S,6S,13aS,14aR,16aS)-6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2-hydroxy-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 18h; Stage #3: With hydrogenchloride In tetrahydrofuran; methanol | 61% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C21H32N2O8S
C37H46N4O7S
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 70℃; | 58% |
(1R,2S)-1-{[(1R,2R,4S)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
ethyl (1R,2S)-2-ethenyl-1-({[(1R,2R,4R)-2-[hex-5-en-1-yl-(methyl)carbamoyl]-4-({7-methoxy-8-methyl-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)cyclopentyl]carbonyl}-amino)cyclopropanecarboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h; | 56% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h; | 56% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15 - 20℃; Mitsunobu reaction; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -15℃; for 4.5h; | 56% |
C25H32BrN3O9S2
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C36H45N5O8S2
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 75℃; | 45% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C19H28N2O8S
C35H42N4O7S
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 12h; | 30% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Stage #1: 8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol; (1R,4R,6S,15R,18R)-18-(4-bromobenzenesulfonyloxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.4.0.0]nonadec-7-ene-4-carboxylic acid methyl ester at 70℃; for 40h; Stage #2: With potassium carbonate In 1-methyl-pyrrolidin-2-one at 85℃; for 4h; | 27% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(1R,4S,14S,Z)-ethyl 4-(2-(2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)ethyl)-7-methyl-3,6-dioxo-2,5,7-triazabicyclo[12.1.0]pentadec-12-ene-1-carboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; | 26% |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
18-hydroxy-14-(4-methoxy-benzyl)-2,15-dioxo-3,14,16-triaza-tricyclo-[14.3.0.0*4,6*]nonadec-7-ene-4-carboxyric acid ethyl ester
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C21H32N2O5
C38H48N4O6S
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine at -20 - 20℃; Mitsunobu reaction; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C22H34N2O5
C39H50N4O6S
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine at -20 - 20℃; Mitsunobu reaction; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
C37H46N4O7S
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; for 15h; Sealed tube; |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-6-[(1-pyrrolidinylcarbonyl)amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere 3.2: 18 h / 40 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere 3.2: 18 h / 40 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere 3.2: 18 h / 40 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-{[(4-hydroxy-1-piperidinyl)carbonyl]amino}-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16 ,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere 3.2: 18 h / 40 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere View Scheme |
8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol
(2R,6S,13aS,14aR,16aS)-N-(cyclopropylsulfonyl)-6-({[4-(hydroxymethyl)-1-piperidinyl]carbonyl}amino)-2-{[8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinyl]oxy}-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 18 h / 0 - 20 °C / Inert atmosphere 2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere 3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 40 °C / Inert atmosphere 3.2: 18 h / 40 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide / 3 h / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere View Scheme |
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