Chemvon Biotechnology is one of the leading high-technology manufacturer in the field of pharmaceutical and fine chemical industry. From origins as a research group in technology service, chemvon has progressed into an integrated company with a k
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inquiryDayangchem'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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inquiryUnique advantages for Ledipasvir Cas 1256388-51-8 Guaranteed the purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Powder Storage:Store at RT Package:500g/bag, 1kg/foil bag or as you require
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inquiryLedipasvir CAS No.:1256388-51-8 Name: Ledipasvir Synonyms: GS 588 Molecular Structure Molecular Formula: C49H54F2N8O6 Molecular Weight:
Cas:1256388-51-8
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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
Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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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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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
Our 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 o
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inquiryOur 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
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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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inquiryName: Ledipasvir Synonyms: Methyl[(2S)-1-{(6S)-6-[5-(9,9-Difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}
1.In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem (China) Co.,Ltd is Specia
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inquiryAppearance:White to Pale Beige powder Storage:R.T Package:25kg/Barrel Application:Chemicals Transportation:Express/Sea/Air Port:Any port in China
Cas:1256388-51-8
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inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
Cas:1256388-51-8
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inquiryHanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr
Cas:1256388-51-8
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inquiryWe are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery
Cas:1256388-51-8
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inquiryPacking: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:white powder/ Refer to COA Storage:Refer to COA
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inquiryAbout Product Details Items Specifications Test Results Appearance White to white crystalline powde
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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 C
Cas:1256388-51-8
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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 present
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inquiryLedipasvir CAS:1256388-51-8 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 high quality organic intermediate
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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
1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products wi
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inquiryHebei Mojin Biotechnology Co., Ltd,Our business covers more than 30 countries, most of the big customers come from Europe, America and other countries in the world, we can guarantee the quality and price. In recent decades, with the efforts of all em
Cas:1256388-51-8
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inquiryLedipasvir CAS: 1256388-51-8 Specification Items Specification Product name Ledipasvir CAS# 1256388-51-8 Appearance Off-white powder
Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
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inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
Cas:1256388-51-8
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inquirymethyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; dichloromethane at 10℃; for 5h; | 100% |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With potassium phosphate In tert-Amyl alcohol; water at 90℃; for 5h; | 100% |
(1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester
methyl ((S)-3-methyl-1-oxo-1-((1R,3S,4S)-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)butan-2-yl)carbamate
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In tert-Amyl alcohol; water at 90℃; for 16h; Inert atmosphere; | 90% |
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 90% |
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: C35H32F2N6*4ClH; N-methoxycarbonyl-L-valine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: With 4-methyl-morpholine In water; N,N-dimethyl-formamide at 25℃; for 4h; | 85.4% |
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: N-methoxycarbonyl-L-valine With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.5h; Stage #2: C35H32F2N6*BrH With triethylamine at 0 - 20℃; for 3h; Reagent/catalyst; Solvent; Temperature; | 82.1% |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
In water; acetonitrile at 23℃; for 0.5h; | 82% |
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.333333h; | 49% |
3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: 3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.333333h; Stage #2: N-methoxycarbonyl-L-valine With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; | 76 mg |
N-methoxycarbonyl-L-valine
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h 1.2: 20 - 30 °C 2.1: ammonium hydroxide / water; ethyl acetate View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogen bromide; acetic acid / dichloromethane / 3 h / 20 °C 1.2: 0.83 h / 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 3.2: 0.33 h / 20 °C View Scheme |
6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 20 °C 1.2: 0.83 h / 20 °C 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.33 h / 20 °C 3.2: 0.33 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogen bromide; acetic acid / dichloromethane / 3 h / 20 °C 1.2: 0.83 h / 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 3.2: 0.33 h / 20 °C View Scheme |
(1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 2.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.33 h / 20 °C 2.2: 0.33 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; tert-Amyl alcohol / 16 h / 90 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 5 h / 10 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 2.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 2.2: 0.33 h / 20 °C View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 23 °C 1.2: 4 h / 0 - 23 °C 1.3: 15 h 2.1: water; acetonitrile / 0.5 h / 23 °C View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water; acetonitrile / 2 h / 65 °C 2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 23 °C 2.2: 4 h / 0 - 23 °C 2.3: 15 h 3.1: water; acetonitrile / 0.5 h / 23 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: hydrogenchloride / acetonitrile; water / 6 h / 65 °C 2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 0 °C 2.2: 4 h / 25 °C View Scheme |
(2R)-2-(methoxycarbonyl amino)-3-methylbutanoic acid
3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: 3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.333333h; Stage #2: (2R)-2-(methoxycarbonyl amino)-3-methylbutanoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.333333h; | 76 mg |
(2R)-2-(methoxycarbonyl amino)-3-methylbutanoic acid
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 20 °C 1.2: 0.83 h / 20 °C 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 5 h / 85 - 90 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.33 h / 20 °C 3.2: 0.33 h / 20 °C View Scheme |
(1R,3S,4S)-2-tert-butoxycarbonyl-3-(2-amino-4-bromophenylaminocarbonyl)-2-azabicyclo[2.2.1]heptane
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: ethanol / 130 - 170 °C / Sealed tube 2: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 3: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 4: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: palladium on carbon; hydrogen / ethanol; methanol / 15 h / 30 - 35 °C / 5171.62 Torr 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 8 - 20 °C 3: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h 4: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C 5: ethanol / 130 - 170 °C / Sealed tube 6: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 7: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 8: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 9: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme |
(1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 2: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium propionate; bis(pinacol)diborane / Isopropyl acetate / 3 h / 75 °C / Inert atmosphere 1.2: 15 h / 75 °C / Inert atmosphere 2.1: hydrogenchloride / acetonitrile; water / 6 h / 65 °C 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 0 °C 3.2: 4 h / 25 °C View Scheme | |
Multi-step reaction with 5 steps 1: hydrogenchloride / acetonitrile / 3 h / 60 - 65 °C 2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide; ethyl acetate / 16 h / 0 - 30 °C 3: potassium propionate / Isopropyl acetate / 69 - 72 °C / Inert atmosphere 4: potassium phosphate / Isopropyl acetate; water / 2 h / 65 - 72 °C 5: ammonium acetate / toluene; 2-methoxy-ethanol / 5 h / 100 - 102 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride; potassium acetate / 1,4-dioxane / 80 - 85 °C 2.1: sodium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water; N,N-dimethyl-formamide / 80 - 85 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; water / 70 - 75 °C 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.33 h / 23 °C 4.2: 4 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium propionate; bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride; Isopropyl acetate / 3 h / 70 °C / Inert atmosphere 2.1: aq. phosphate buffer / 0.5 h / 70 °C / Inert atmosphere 2.2: 0.5 h / 35 °C / Inert atmosphere 2.3: 9 h / 55 °C 3.1: hydrogenchloride / water; acetonitrile / 1.5 h / 60 °C 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Autoclave 4.2: 3.5 h / 0 - 20 °C / Autoclave View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C 2: ethanol / 130 - 170 °C / Sealed tube 3: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 4: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 5: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme |
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water; N,N-dimethyl-formamide / 80 - 85 °C / Inert atmosphere 2.1: hydrogenchloride / 1,4-dioxane; water / 70 - 75 °C 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.33 h / 23 °C 3.2: 4 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: triphenylphosphine; potassium carbonate / toluene / 20 - 105 °C 2.1: ammonium hydroxide 3.1: hydrogenchloride / water; acetonitrile / 2 h / 60 - 65 °C 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 20 - 30 °C 4.2: 20 - 30 °C 4.3: 2 h / 20 - 25 °C 5.1: ammonium hydroxide / water / 10 - 20 °C / pH 9 - 9.5 View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium propionate; bis(pinacol)diborane / Isopropyl acetate / 3 h / 75 °C / Inert atmosphere 1.2: 15 h / 75 °C / Inert atmosphere 2.1: hydrogenchloride / acetonitrile; water / 6 h / 65 °C 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 0 °C 3.2: 4 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: aq. phosphate buffer / 0.5 h / 70 °C / Inert atmosphere 1.2: 0.5 h / 35 °C / Inert atmosphere 1.3: 9 h / 55 °C 2.1: hydrogenchloride / water; acetonitrile / 1.5 h / 60 °C 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Autoclave 3.2: 3.5 h / 0 - 20 °C / Autoclave View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 8 - 20 °C 2: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h 3: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C 4: ethanol / 130 - 170 °C / Sealed tube 5: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 6: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 7: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 8: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme |
(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h 2: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C 3: ethanol / 130 - 170 °C / Sealed tube 4: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C 5: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere 6: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C 7: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C View Scheme |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium carbonate / acetone / 3 h / 35 °C / Inert atmosphere 1.2: 3 h / 35 °C 2.1: ammonium acetate / 2-methoxy-ethanol; toluene; ethanol / 18 h / 90 °C 3.1: potassium propionate; bis(pinacol)diborane / Isopropyl acetate / 3 h / 75 °C / Inert atmosphere 3.2: 15 h / 75 °C / Inert atmosphere 4.1: hydrogenchloride / acetonitrile; water / 6 h / 65 °C 5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 0 °C 5.2: 4 h / 25 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / tetrahydrofuran / 25 h / 30 °C 1.2: 1.5 h / 50 °C 2.1: ammonium acetate / toluene; 2-methoxy-ethanol / 7 h / 85 °C 3.1: aq. phosphate buffer / 0.5 h / 70 °C / Inert atmosphere 3.2: 0.5 h / 35 °C / Inert atmosphere 3.3: 9 h / 55 °C 4.1: hydrogenchloride / water; acetonitrile / 1.5 h / 60 °C 5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Autoclave 5.2: 3.5 h / 0 - 20 °C / Autoclave View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ammonium acetate / 2-methoxy-ethanol; toluene; ethanol / 18 h / 90 °C 2.1: potassium propionate; bis(pinacol)diborane / Isopropyl acetate / 3 h / 75 °C / Inert atmosphere 2.2: 15 h / 75 °C / Inert atmosphere 3.1: hydrogenchloride / acetonitrile; water / 6 h / 65 °C 4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 0 °C 4.2: 4 h / 25 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: ammonium acetate / toluene; 2-methoxy-ethanol / 7 h / 85 °C 2.1: aq. phosphate buffer / 0.5 h / 70 °C / Inert atmosphere 2.2: 0.5 h / 35 °C / Inert atmosphere 2.3: 9 h / 55 °C 3.1: hydrogenchloride / water; acetonitrile / 1.5 h / 60 °C 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Autoclave 4.2: 3.5 h / 0 - 20 °C / Autoclave View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / acetonitrile / 7.33 h / 5 - 45 °C 2: potassium phosphate / Isopropyl acetate; water / 2 h / 65 - 72 °C 3: ammonium acetate / toluene; 2-methoxy-ethanol / 5 h / 100 - 102 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 50 °C 2: tetrakis(triphenylphosphine) palladium(0); potassium dihydrogenphosphate / Isopropyl acetate; water / 80 °C 3: ammonium acetate / toluene / 100 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium carbonate / acetonitrile / 50 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium dihydrogenphosphate / Isopropyl acetate; water / 80 °C / Inert atmosphere 3.1: ammonium acetate / toluene / 100 °C 4.1: hydrogenchloride / acetonitrile; water / 2 h / 65 °C 5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide 5.2: 20 °C View Scheme |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
With ammonium acetate In 2-methoxy-ethanol; toluene at 100 - 102℃; for 5h; | |
With ammonium acetate In toluene at 100℃; | 70 g |
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide; ethyl acetate / 16 h / 0 - 30 °C 2: potassium propionate / Isopropyl acetate / 69 - 72 °C / Inert atmosphere 3: potassium phosphate / Isopropyl acetate; water / 2 h / 65 - 72 °C 4: ammonium acetate / toluene; 2-methoxy-ethanol / 5 h / 100 - 102 °C View Scheme |
C20H25BrN4O3
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium propionate / Isopropyl acetate / 69 - 72 °C / Inert atmosphere 2: potassium phosphate / Isopropyl acetate; water / 2 h / 65 - 72 °C 3: ammonium acetate / toluene; 2-methoxy-ethanol / 5 h / 100 - 102 °C View Scheme |
D-tartaric acid
methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Conditions | Yield |
---|---|
In ethyl acetate at 23 - 50℃; for 16h; | 65.6% |
at 0 - 20℃; |
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