LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
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inquiryCompetitive Price High Quality Fast Delivery custom-made Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble me
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inquiryAs a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis according to the contract research and development services for the fine chemicals, ph
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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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inquiryAppearance: Yellowish Powder Storage:Store in cool and dry palce Package:As customer request Application:Used for research and industrial manufacture. Inorganic Chemicals Transportation:Common products:Sea/Air/Courier
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiry1. We can provide customers with "one-stop"packaging service,from research,development,production,export and so on 2. Powerful R&D strength let our technology in a leading level,forever,in turn,to provide customers with better service .
Cas:1358581-37-9
Min.Order:100 Gram
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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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inquiryHangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu
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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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inquirySuperior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:25kg/drum;200kg/drum as per your request Application:It is an important ra
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Min.Order:25 Kilogram
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inquirybest seller Application:API
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inquiryfactory?direct?sale Application:healing drugs
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inquiryhigh purity Storage:normal temperature Package:DRUM Application:mainly for medical use for R&Dpurpose use only Transportation:AIR,SEA Port:BEIJING,SHANGHAI,TIANJIN,SHENZHEN
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inquiryAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China
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inquirygood quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran
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inquirybest seller Application:API
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryGood Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen
best seller Application:API
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inquirybulk?production Application:Pharmaceutical intermediates
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryBest Seller, High Quality, Competitive Price, Fast Delivery, Quick ResponseAppearance:powder, or liquid Storage:Stored in room temperature, ventilated place Package:Bottle, barrel, cargo, container, etc. Application:Pharmaceuticals, intermediates, AP
Shanghai Rochi Pharmaceutical Co., Ltd. is located in Shanghai Zhangjiang Hi-Tech Biological and Pharmaceutical Innovation Park. It is a high-tech enterprise integrating R&D, production and sales of APIs and intermediates. The company's pro
Cas:1358581-37-9
Min.Order:500 Gram
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Type:Manufacturers
inquiryChangzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa
Cas:1358581-37-9
Min.Order:1 Gram
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inquiryStrong R&D strength and team We have a R&D team with around 30 R&D personnel.All of our employees have chemical backgrounds and have worked in the chemical industry for many years.Our laboratory can synthesize target products with wei
Cas:1358581-37-9
Min.Order:1 Kilogram
FOB Price: $1.0 / 9999.0
Type:Other
inquirySuperiority 1.We have more than 10 years experience in this area. 2.We could offer you competitive prices with satisfied quality. 3.Our company provides after-sale service and technical assistance as the customers requirements. 4.As first c
Cas:1358581-37-9
Min.Order:10 Gram
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Type:Trading Company
inquiryThis product is manufactured in commercial scale, with Perfect quality and Competitive price Expert in pharmaceutical technology Professional service in technic, documentation, export, etc. Steady and continuous supply chain Reliable Pharma
Cas:1358581-37-9
Min.Order:1 Kilogram
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inquiry1. factory price 2. high purity 3.DMF files 4. in stock 5. good service 6. we also provide the custom synthesis service 7. fast delivery SHANGHAI YINGRUI CHEMICAL TECHNOLOGY CO.,LTD. was established in 2009 ,is a research and developmen
Cas:1358581-37-9
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inquirymethanol
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With methanesulfonic acid Large scale; | 96.6% |
With methanesulfonic acid at 15℃; for 3h; Industrial scale; |
methanol
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane; toluene at -78℃; for 3h; Stage #3: methanol With methanesulfonic acid In tetrahydrofuran; hexane; toluene at -78 - 40℃; for 10h; | 83% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With sec.-butyllithium In tetrahydrofuran; hexane; toluene at -78 - -65℃; for 2h; Inert atmosphere; | 77.8% |
methanesulfonic acid
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
In methanol at 20℃; for 10h; | 77.6% |
methanesulfonic acid
(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: (2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene); (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With n-butyllithium In tetrahydrofuran; toluene at -85 - -65℃; for 2h; Stage #2: methanesulfonic acid In tetrahydrofuran; methanol; toluene at 20℃; for 16h; Time; | 77.5% |
methanesulfonic acid
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With n-butyllithium In tetrahydrofuran; hexane; toluene at -100 - -90℃; for 1h; Inert atmosphere; Stage #2: methanesulfonic acid In tetrahydrofuran; methanol; hexane; toluene at -100 - 20℃; | 77% |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With tert.-butyl lithium In tetrahydrofuran; toluene; pentane at -78 - -65℃; for 2h; Inert atmosphere; | 76.7% |
(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
toluene-4-sulfonic acid
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: (2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene); (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With n-butyllithium In tetrahydrofuran; toluene at -85 - -65℃; for 2h; Stage #2: toluene-4-sulfonic acid In tetrahydrofuran; methanol; toluene at 20℃; for 16h; | 72.4% |
methanesulfonic acid
(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
2,3,4,6-tetra-O-acetyl-D-glucono-1,5-lactone
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: (2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene) With TurboGrignard In tetrahydrofuran; toluene at -10 - -5℃; for 2h; Inert atmosphere; Stage #2: 2,3,4,6-tetra-O-acetyl-D-glucono-1,5-lactone In tetrahydrofuran; toluene at -45 - -40℃; for 2h; Inert atmosphere; Stage #3: methanesulfonic acid In methanol at 40℃; for 4h; | 37.5% |
methanesulfonic acid
(5-bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Stage #1: (5-bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; hexane at -78℃; for 2h; Stage #3: methanesulfonic acid In tetrahydrofuran; methanol; hexane at 20℃; for 16h; | 36.7% |
5-bromo-2-chlorobenzoic acid
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 5 h / 0 - 100 °C 2.1: aluminum (III) chloride / dichloromethane / 16.5 h / -10 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 3.2: 2 h / -78 °C 3.3: 16 h / 20 °C View Scheme |
4-fluoroboronic acid
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / Dimethyl ether; water / 0.5 h / 100 °C / Microwave irradiation 2.1: aluminum (III) chloride / dichloromethane / 16.5 h / -10 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 3.2: 2 h / -78 °C 3.3: 16 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / water / 2 h / 20 °C 2.1: sodium tetrahydroborate; ethanol / 6 h / 20 °C 3.1: thionyl chloride / 3 h / 70 °C 4.1: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice 5.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C 5.2: 3 h / -78 °C 5.3: 10 h / -78 - 40 °C View Scheme |
2-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 16.5 h / -10 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 2 h / -78 °C 2.3: 16 h / 20 °C View Scheme |
5-bromo-2-chloro-benzoyl chloride
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 16.5 h / -10 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 2 h / -78 °C 2.3: 16 h / 20 °C View Scheme |
D-glucono-1,4-lactone
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4-methyl-morpholine / tetrahydrofuran / 1 h / -10 - 45 °C 2: tert.-butyl lithium / tetrahydrofuran; toluene; pentane / 2 h / -78 - -65 °C / Inert atmosphere View Scheme |
methanol
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With hydrogenchloride In 2-methyltetrahydrofuran; hexane; toluene at -10 - -5℃; for 2h; Inert atmosphere; | 25 g |
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: n-butyllithium / toluene / -18 - -5 °C 2: methanol / 0 - 20 °C View Scheme |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: n-butyllithium / toluene / -18 - -5 °C 2: methanol / 0 - 20 °C View Scheme |
methanesulfonic acid
1-[1-hydroxy-2,3,4,6-tetra-O-(trimethylsilyl)-β-D-glucopyranosyl]-4-methyl-3-[[5-(4-fluorophenyl)-2-thienyl]methyl]benzene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; |
5-iodo-2-methylbenzoic acid
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / chlorobenzene / 4 h / 65 - 70 °C / Inert atmosphere; Industrial scale 2.1: aluminum (III) chloride / chlorobenzene / 4 h / 50 - 55 °C / Industrial scale 3.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 4.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -50 °C 4.2: 3 h / 0 °C 5.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme | |
Multi-step reaction with 5 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / chlorobenzene / 4 h / 65 - 70 °C / Inert atmosphere; Industrial scale 2.1: aluminum (III) chloride / chlorobenzene / 4 h / 50 - 55 °C / Industrial scale 3.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 4.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -70 °C / Industrial scale 4.2: 3 h / 0 °C / Industrial scale 5.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme |
5-iodo-2-methylbenzoyl chloride
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / chlorobenzene / 4 h / 50 - 55 °C / Industrial scale 2.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 3.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -50 °C 3.2: 3 h / 0 °C 4.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme | |
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / chlorobenzene / 4 h / 50 - 55 °C / Industrial scale 2.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 3.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -70 °C / Industrial scale 3.2: 3 h / 0 °C / Industrial scale 4.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme |
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -50 °C 2.2: 3 h / 0 °C 3.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / chlorobenzene / 10 - 50 °C / Industrial scale 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -70 °C / Industrial scale 2.2: 3 h / 0 °C / Industrial scale 3.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme |
(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; toluene; hexane / -70 °C / Industrial scale 1.2: 3 h / 0 °C / Industrial scale 2.1: methanesulfonic acid / 3 h / 15 °C / Industrial scale View Scheme |
5-bromo-2-thiophencarboxaldehyde
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / water / 2 h / 20 °C 2.1: sodium tetrahydroborate; ethanol / 6 h / 20 °C 3.1: thionyl chloride / 3 h / 70 °C 4.1: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice 5.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C 5.2: 3 h / -78 °C 5.3: 10 h / -78 - 40 °C View Scheme |
5-(4-fluorophenyl)thiophene-2-carboxaldehyde
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium tetrahydroborate; ethanol / 6 h / 20 °C 2.1: thionyl chloride / 3 h / 70 °C 3.1: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice 4.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C 4.2: 3 h / -78 °C 4.3: 10 h / -78 - 40 °C View Scheme |
[5-(4-fluorophenyl)thiophen-2-yl]methanol
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: thionyl chloride / 3 h / 70 °C 2.1: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice 3.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C 3.2: 3 h / -78 °C 3.3: 10 h / -78 - 40 °C View Scheme |
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / ethyl acetate / 8 h / 80 °C / Cooling with ice 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C 2.2: 3 h / -78 °C 2.3: 10 h / -78 - 40 °C View Scheme |
methanol
1-[1-hydroxy-2,3,4,6-tetra-O-(trimethylsilyl)-β-D-glucopyranosyl]-4-methyl-3-[[5-(4-fluorophenyl)-2-thienyl]methyl]benzene
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With methanesulfonic acid at -30 - 20℃; Reagent/catalyst; Temperature; | 54.9 g |
2-[(5-bromo-2-methyl-phenyl)methyl]-5-(4-fluorophenyl)thiophene
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 2 h / -78 °C / Inert atmosphere 2.1: methanol / 10 h / 20 °C View Scheme |
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
canagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane at -40 - 0℃; for 3h; | 90% |
Stage #1: (2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol With aluminum (III) chloride In dichloromethane; acetonitrile at -5℃; for 0.5h; Stage #2: With triethylsilane In dichloromethane; acetonitrile at -5 - 10℃; for 2h; | 79% |
With triethylsilane; acetonitrile boron trifluoride complex In n-heptane at -5 - 5℃; for 5h; | 77.5% |
(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
tert-butyldimethylsilyl chloride
(2S,3R,4S,5S,6R)-6-[(tertbutyl(dimethyl)silyl)oxymethyl]-2-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methyl-phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol
Conditions | Yield |
---|---|
With pyridine; dmap for 16h; | 89.7% |
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