Advantage : 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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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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inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c
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inquiryJinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu
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inquiry1. Well-equipped, stable and high-quality raw material supply chain, to provide customers with the best quality products. 2.Strict quality inspection process and professional certificate testing to ensure the quality level of the final product. 3.E
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inquiryWE HAVE FINISHED LAB TRIAL ,PILOT TRIAL ,VALIDITY BATCH IS AROUND 10KGS . Appearance:white to off-white powder Storage:store in sealed container ,keep from light Application:antiviral drug Port:any port in China
Remdesivir Intermediate 2-C-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-2,5-anhydro-D-altrononitrile CAS:1191237-69-0 Remdesivir CAS:1809249-37-3 Appearance:detailed see specifications Storage:Stored in a cool a
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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
1. Best quality in your requirement 2. Competitive price in China market 3. mature Technical support 4. Professional logistic support 5 . Full experience of large numbers containers loading in Chinese sea port 6 Fast shipment by reputed s
Name:Remdesivir CAS NO:1809249-37-3 Grade:Pharmaceutical raw materials Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security without vulnerability Product Technology S
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inquiryWith our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
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inquiryName: Remdesiver CasNo:1809249-37-3 Molecular Formula:C27H35N6O8P Purity:USP40,98%~102% Molecular Weight:602.58 Appearance:White Powder Storage:Store in cool and dry place, away from sun light. Package:25kg Application: API Transportation:By sea
Appearance:White solid powder Storage:Room temperature Package:25kg/drum Application:Coronavirus;Covid-19 Transportation:Express/Sea/Air Port:Any port in China
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inquiryHanways Chempharm Co., Limited, the former is Hubei Hanways Pharchem CO.,Limited, set up in 2009 in Wuhan, China. We specialize in sourcing and supplying APIs, pharmaceutical intermediates, and fine chemicals for worldwide markets. The founder has d
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inquiryBeluga chemical professional supply Remdesivir 1809249-37-3 Why choose Beluga chemical 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technical support and research capabilities. 2. Made
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 with competi
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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
Hebei 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
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inquiryHubei Yuanmeng Biological Technology Co., Ltd., which is located in Wuhan, China. We are specializing in the exportation of APIs, and plant extracts ect. Our products has been exported to America, Australia, Brazil, the Europe, Middle East and other
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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
Remdesivir CAS 1809249-37-3 Our advantage 1.Top quality: Using high quality material and establishing a strict quality control system,assigning specific persons in charge of each part of production,from raw material purchase to assembly. 2
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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 Transportation:Express/Sea/Air Port:Ningbo/Shanghai/Qingd
1. Product advantages: exquisite appearance and unique functions. 2. Product Advantages: Our products are the best,fast speed ,in large stock 3. High-quality products and thoughtful service are your greatest satisfaction. 4. The product
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inquiryOur Advantage: 1. Rich experience We specialize in this filed for many years, our APIs exported to all over the world and and we established long friendly relations of cooperation with our clients. 2. Great quality,purity and favorable Good quali
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inquiryRemdesivir CAS 1809249-37-3 Purity: 99% Min Application: Intermediates Appearance: Powder Package: Bag Delivery: 3-5days Our Advantage & Service 1.Top quality: Using high quality material and establishing a strict quality control sys
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inquiryRemdesivir instock (We can supply this product in high purity and the Various intermediates ) We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to
1.A strong technical force and advanced processing equipments. The quality of the products has been strictly inspected and all kinds of index have reached or exceeded domestic and international standards. 2. Now we have established long-term stabl
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryProduct name: Remdesivir(CAS:1809249-37-3) CAS No.:1809249-37-3 Molecule Formula:C27H35N6O8P Molecule Weight:602.58 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard
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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 o
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inquiry(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetone at 20℃; for 3h; pH=3 - 4; Reagent/catalyst; | 91% |
With hydrogenchloride In tetrahydrofuran; water at 0 - 25℃; for 8h; | 73% |
With hydrogenchloride In tetrahydrofuran; water at 20℃; Inert atmosphere; | 69% |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Stage #1: (2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile With titanium(IV) isopropylate; tert-butylmagnesium chloride In tetrahydrofuran at -10 - 0℃; for 0.5h; Stage #2: C21H26N3O9P In tetrahydrofuran at -10 - 20℃; Solvent; Reagent/catalyst; | 86.2% |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
at 60℃; | 84% |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With diisopropylamine; zinc dibromide In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Solvent; Inert atmosphere; Molecular sieve; | 81% |
2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate
(3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Stage #1: (3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile With 2,6-dimethylpyridine; C17H21N3O2 In dichloromethane at -20 - 20℃; for 0.333333h; Inert atmosphere; Molecular sieve; Stage #2: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate In dichloromethane at -20 - 20℃; for 24h; Inert atmosphere; Molecular sieve; Stage #3: With toluene-4-sulfonic acid In methanol at 20℃; for 24h; Inert atmosphere; | 73% |
Multi-step reaction with 2 steps 1.1: C17H21N3O2; 2,6-dimethylpyridine / dichloromethane / 0.33 h / -40 - 20 °C / Inert atmosphere; Molecular sieve 1.2: 24 h / 4 - 20 °C / Inert atmosphere; Molecular sieve 2.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: C17H21N3O2; 2,6-dimethylpyridine / dichloromethane / 0.33 h / -40 - 20 °C / Inert atmosphere; Molecular sieve 1.2: 24 h / 4 - 20 °C / Inert atmosphere; Molecular sieve 2.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Inert atmosphere View Scheme | |
Stage #1: (3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile With tert-butylmagnesium chloride In tetrahydrofuran at -40 - 30℃; Stage #2: 2-ethylbutyl (2S)-2-{[chloro(phenoxy)phosphoryl]amino}propanoate In tetrahydrofuran at -40 - 10℃; | 100 mg |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With triethylamine; zinc(II) chloride In tetrahydrofuran at 65℃; for 25h; Inert atmosphere; | 44% |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; magnesium chloride In 1,4-dioxane at 55℃; for 25h; Inert atmosphere; | 42% |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With potassium carbonate; zinc dibromide In tert-butyl methyl ether at 75℃; for 25h; Inert atmosphere; | 40.5% |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tert-butylmagnesium chloride / tetrahydrofuran / 16 h / -10 - 5 °C 2: hydrogenchloride; water / 72 h / 0 - 20 °C View Scheme |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 50 °C 2: hydrogenchloride; water / 72 h / 0 - 20 °C View Scheme |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With hydrogenchloride; water at 0 - 20℃; for 72h; |
(3R,4R,5R)-2-(4-aminopyrrole-[2,1-f][1,2,4]-triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-ol
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 1.2: 1 h / -78 °C / Inert atmosphere 2.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 3.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 1.2: 1 h / -78 °C / Inert atmosphere 2.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 3.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 1.2: 1 h / -78 °C / Inert atmosphere 2.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 3.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme |
(3R,4R,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy) methyl)tetrahydrofuran-2-carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 2: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid / acetone / 0.5 h / 45 °C 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C 3: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: acetone / 0.5 h / 20 °C 2: potassium carbonate / water; ethyl acetate 3: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C 4: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sulfuric acid / acetone / 0.5 h / 45 °C 2.1: magnesium chloride / acetonitrile / 0.25 h / 20 °C 2.2: 4 h 3.1: water; hydrogenchloride / tetrahydrofuran / 0 - 20 °C View Scheme |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((4-nitrophenoxy)(phenoxy)phosphoryl)amino)propanoate
B
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With tert-butylmagnesium chloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; | |
Multi-step reaction with 2 steps 1: tert-butylmagnesium chloride / N,N-dimethyl-formamide; tetrahydrofuran / 2.17 h / 20 °C / Inert atmosphere 2: Lux Cellulose-2 / acetonitrile; methanol / Resolution of racemate View Scheme |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; magnesium chloride In N,N-dimethyl acetamide at 30℃; for 5h; |
(2R,3R,4S,5R)‑2‑(4‑aminopyrrolo[1,2‑f][1,2,4]triazin‑7‑yl)‑3,4‑dihydroxy‑5‑(hydroxymethyl)tetrahydrofuran‑2‑carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; magnesium chloride In N,N-dimethyl acetamide at 30℃; for 6h; |
4-amino-7-iodopyrrolo[2,1-f ][1,2,4]triazine
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 1.2: 0.58 h / 0 - 5 °C 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 1.2: 0.58 h / 0 - 5 °C 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 1.2: 0.58 h / 0 - 5 °C 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme |
(2R,3R,4R,5R)‐2‐{4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl}‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C 2: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme |
O-phenyl phosphorodichloridate
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / Isopropyl acetate / 1 h / -20 °C 1.2: 1.5 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 1.5 h / -15 °C / Inert atmosphere 1.2: 2 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / Isopropyl acetate / 1 h / -20 °C 1.2: 1.5 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 50 °C 3.1: hydrogenchloride; water / 72 h / 0 - 20 °C View Scheme |
4-aminopyrrolo[2,1-f][1,2,4]triazine
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 0 °C 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 2.2: 0.58 h / 0 - 5 °C 3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C 4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C 5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 0 °C 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 2.2: 0.58 h / 0 - 5 °C 3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C 4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C 5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 0 °C 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C 2.2: 0.58 h / 0 - 5 °C 3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere 4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme |
2-ethylbutyl (S)-2-aminopropanoate hydrochloride
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / Isopropyl acetate / 1 h / -20 °C 1.2: 1.5 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 1.5 h / -15 °C / Inert atmosphere 1.2: 2 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / Isopropyl acetate / 1 h / -20 °C 1.2: 1.5 h 2.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 50 °C 3.1: hydrogenchloride; water / 72 h / 0 - 20 °C View Scheme |
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 1.2: 0.17 h / -78 °C / Inert atmosphere 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 1.2: 0.17 h / -78 °C / Inert atmosphere 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 1.2: 0.17 h / -78 °C / Inert atmosphere 2.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere 3.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 4.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C 2: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C View Scheme |
(3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C 2: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium chloride / acetonitrile / 0.25 h / 20 °C 1.2: 4 h 2.1: hydrogenchloride / tetrahydrofuran; water / 0 - 20 °C View Scheme |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / water; ethyl acetate 2: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C 3: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C View Scheme |
2,3,5-tri-O-benzyl-D-ribofuranose
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 2.2: 0.17 h / -78 °C / Inert atmosphere 3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere 4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 2.2: 0.17 h / -78 °C / Inert atmosphere 3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere 4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere 2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 2.2: 0.17 h / -78 °C / Inert atmosphere 3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere 4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere 5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C View Scheme |
(3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 50 °C 2: hydrogenchloride / tetrahydrofuran; water / 0 °C View Scheme | |
With N-ethyl-N,N-diisopropylamine; magnesium chloride In tetrahydrofuran at 20℃; for 3h; Temperature; | |
Multi-step reaction with 2 steps 1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 50 °C / Inert atmosphere 2: hydrogenchloride / tetrahydrofuran; water / 20 °C / Inert atmosphere View Scheme |
4-amino-7-iodopyrrolo[2,1-f ][1,2,4]triazine
B
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: chloro-trimethyl-silane; phenylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere 1.2: 0.17 h / -15 - -12 °C 1.3: 1 h / -20 °C 2.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere 2.2: 1 h / 0 °C 3.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere 4.1: 1-methyl-1H-imidazole / tetrahydrofuran / 0 °C / Inert atmosphere 5.1: Lux Cellulose-2 chiral column / acetonitrile; methanol / Resolution of racemate View Scheme | |
Multi-step reaction with 5 steps 1.1: chloro-trimethyl-silane; phenylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere 1.2: 0.17 h / -15 - -12 °C 1.3: 1 h / -20 °C 2.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere 2.2: 1 h / 0 °C 3.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere 4.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 20 °C 5.1: Lux Cellulose-2 chiral column / acetonitrile; methanol / Resolution of racemate View Scheme | |
Multi-step reaction with 5 steps 1.1: chloro-trimethyl-silane; phenylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere 1.2: 0.17 h / -15 - -12 °C 1.3: 1 h / -20 °C 2.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere 2.2: 1 h / 0 °C 3.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere 4.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2.17 h / Inert atmosphere 5.1: Lux Cellulose-2 chiral column / acetonitrile; methanol / Resolution of racemate View Scheme |
O-phenyl phosphorodichloridate
B
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 4 h / -78 °C / Inert atmosphere 1.2: 4 h / 0 - 20 °C 2.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 20 °C 3.1: Lux Cellulose-2 chiral column / acetonitrile; methanol / Resolution of racemate View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 4 h / -78 - 20 °C 1.2: 4 h / 0 - 20 °C 2.1: tert-butylmagnesium chloride / N,N-dimethyl-formamide; tetrahydrofuran / 1 h 3.1: Lux Cellulose-2 / acetonitrile; methanol / Resolution of racemate View Scheme |
(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetonitrile for 2h; |
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