Factory direct sales, accept customization. Dapagliflozin is API used to treat type 2 diabetes. It is also used to treat adults with heart failure and chronic kidney disease. Kind Pharma has its own laboratory, we can do analytical testing for API
Cas:461432-26-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
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
Cas:461432-26-8
Min.Order:1 Kilogram
FOB Price: $20.0
Type:Trading Company
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
Cas:461432-26-8
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryWe have most reliable quality, competitive prices and full documents for this APIs 1. GMP WORKSHOP 2. DMF Appearance:White to off-white powder Storage:2~8℃,protected from light Application:Dapagliflozin works through inhibiting so
Luhan Pharmachem Co., Ltd. owns strong elite professional quality sales force, has the customer base from the US, Europe, Japan, Southeast Asia, Korea, Hong Kong, Taiwan and other countries and regions, the company operates in accordance with the mod
Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities
Cas:461432-26-8
Min.Order:1 Kilogram
FOB Price: $3.0
Type:Lab/Research institutions
inquiryHebei yanxi chemical co., LTD is a professional research, development and production 2-phenylacetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carbon environ
Cas:461432-26-8
Min.Order:100 Gram
FOB Price: $2.0
Type:Manufacturers
inquiryWe can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO
Cas:461432-26-8
Min.Order:1 Gram
Negotiable
Type:Manufacturers
inquiryUnique advantages of Dapagliflozin Cas 461432-26-8 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White crystalline powder Storage:Cool dry place Package:100g,1kg
Cas:461432-26-8
Min.Order:100 Gram
Negotiable
Type:Trading Company
inquiryDapagliflozin CAS:461432-26-8 4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether[CAS:461432-23-5] (3R,4S,5R,6R)-3,4,5-Tris[(trimethylsilyl)oxy]-6-[[(trimethylsilyl)oxy]methyl]tetrahydropyran-2-one[CAS:32384-65-9] HANGZHOU THINK CHEMICAL CO., LTD. (
Cas:461432-26-8
Min.Order:1 Kilogram
Negotiable
Type:Other
inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
1. 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
Cas:461432-26-8
Min.Order:1 Gram
FOB Price: $0.1
Type:Manufacturers
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
Our 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
Cas:461432-26-8
Min.Order:5 Kiloliter
FOB Price: $1.2 / 5.0
Type:Manufacturers
inquiryDAPAGLIFLOZIN Basic information Product Name: DAPAGLIFLOZIN Synonyms: DAPAGLIFLOZIN;(1S)-1,5-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-D-glucitol;2-(3-(4-Ethoxybenzyl)-
Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
Cas:461432-26-8
Min.Order:1 Kilogram
FOB Price: $1.0 / 10.0
Type:Trading Company
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
Cas:461432-26-8
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
Cas:461432-26-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiry1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W
Cas:461432-26-8
Min.Order:1 Kilogram
FOB Price: $289.0 / 499.0
Type:Trading Company
inquiryName: Dapagliflozin Synonyms: (2S,3R,4R,5S,6R)-2-[4-Chloro-3-(4-ethoxybenzyl)phenyl]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; BMS-512148; (1S)-1,5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-D-glucitol; (1S)-1,5-Anhydro-1-C-[4-chloro-3-[(
Appearance:White powder Storage:Room temperature Package:100g/bag,1kg/bag Application:API Transportation:Express/Sea/Air Port:Any port in china
Cas:461432-26-8
Min.Order:100 Gram
Negotiable
Type:Lab/Research institutions
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 or off-white crystalline powder Storage:Store in seale
Cas:461432-26-8
Min.Order:100 Gram
Negotiable
Type:Other
inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
Cas:461432-26-8
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
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:461432-26-8
Min.Order:10 Gram
FOB Price: $0.6
Type:Trading Company
inquiryHangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac
Cas:461432-26-8
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryWuhan hanweishi Pharmchem Co., Ltd(Hanways chempharm) is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The leading products range are APIs, Hormones, Peptides
Cas:461432-26-8
Min.Order:100 Kilogram
FOB Price: $1.0 / 5.0
Type:Trading Company
inquiryDapagliflozin CAS: 461432-26-8 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 intermedi
Cas:461432-26-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
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:461432-26-8
Min.Order:1 Gram
FOB Price: $95.0 / 100.0
Type:Trading Company
inquiryDapagliflozin CAS: 461432-26-8 Specification Items Specification Result Purity ≥99.0% 99.91% Appearance White to off-white cr
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
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
dapagliflozin
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran; ethanol | 100% |
With water; sodium carbonate In methanol at 25 - 50℃; for 6h; Time; Reagent/catalyst; | 96.18% |
With lithium hydroxide In tetrahydrofuran; methanol; water at 0 - 20℃; | 95% |
dapagliflozin
Conditions | Yield |
---|---|
In n-heptane; tert-butyl methyl ether at -15 - 50℃; Inert atmosphere; | 98.7% |
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In methanol; dichloromethane; acetonitrile at -20 - 20℃; for 5h; | 97.3% |
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -20 - 0℃; for 5h; Molecular sieve; Inert atmosphere; Large scale; diastereoselective reaction; | 79% |
dapagliflozin
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In ethyl acetate at 20℃; for 24h; Autoclave; | 97% |
dapagliflozin
Conditions | Yield |
---|---|
In water; ethyl acetate at 80℃; | 95% |
With water In methanol at 20 - 25℃; for 16h; | 94% |
With water In methanol at 20 - 25℃; for 17h; Reflux; | 94% |
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -25 - 35℃; for 7h; Inert atmosphere; | 95% |
dapagliflozin
Conditions | Yield |
---|---|
Stage #1: (2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol bis(L-proline) cocrystal With methanol for 0.333333h; Reflux; Stage #2: With water at 20 - 25℃; for 16.6667h; | 94% |
dapagliflozin
Conditions | Yield |
---|---|
With water; potassium hydroxide In acetonitrile at 50 - 60℃; Reagent/catalyst; | 91.3% |
(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate at 5℃; for 0.00416667h; Temperature; | 87.6% |
With triethylsilane; aluminum (III) chloride In dichloromethane; acetonitrile at -5 - 10℃; for 3.5h; Large scale; | 76% |
Stage #1: (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol With aluminum (III) chloride In dichloromethane; acetonitrile at -5℃; for 0.5h; Autoclave; Large scale; Stage #2: With triethylsilane In dichloromethane; acetonitrile at 10℃; for 3h; Large scale; | 76% |
(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In methanol; dichloromethane; ethyl acetate at -20 - 20℃; for 5h; | 83.1% |
Stage #1: (3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -10 - 20℃; Stage #2: With water; sodium hydrogencarbonate In dichloromethane; acetonitrile | 44% |
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -10℃; for 1.5h; Temperature; Time; Inert atmosphere; |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
dapagliflozin
Conditions | Yield |
---|---|
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; | 82% |
L-proline (2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyI]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol complex
dapagliflozin
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 1.5h; | 78% |
With sodium hydrogencarbonate In water; ethyl acetate at 30℃; Temperature; Large scale; | 6.7 kg |
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
ethyl ester of p-toluenesulfonic acid
dapagliflozin
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 12h; Inert atmosphere; | 75% |
C33H57ClO7Si4
dapagliflozin
Conditions | Yield |
---|---|
Stage #1: C33H57ClO7Si4 With sodium tetrahydroborate In tetrahydrofuran at -10 - 0℃; Stage #2: With sulfuric acid In tetrahydrofuran at -10 - 20℃; Reagent/catalyst; | 60% |
Multi-step reaction with 4 steps 1: methanesulfonic acid / tetrahydrofuran; hexane 2: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -45 - -40 °C 3: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 4: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme |
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -25 - 40℃; for 6h; Inert atmosphere; | 55.3% |
A
dapagliflozin
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -15℃; Large scale; | A n/a B 20% |
2-chloro-5-iodobenzoylchloride
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C 1.2: 12 h / 0 - 25 °C 1.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C 2.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 2.2: 1 h / -5 - 0 °C 2.3: 16 h / -10 - 20 °C 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.33 h / -20 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C 1.2: 12 h / 0 - 25 °C 1.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C 2.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 2.2: 1 h / -5 - 0 °C 2.3: 16 h / -10 - 20 °C 3.1: water; ethanol / 0.5 h / Reflux 4.1: methanol / 0.33 h / Reflux 4.2: 16.67 h / 20 - 25 °C View Scheme |
Phenetole
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: aluminum (III) chloride / dichloromethane / -10 - 5 °C / Inert atmosphere 2.1: 1,1,3,3-Tetramethyldisiloxane / 5 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 - -37 °C / Inert atmosphere 4.1: acetic acid / toluene / -50 - 20 °C / Inert atmosphere 5.1: sodium tetrahydroborate / tetrahydrofuran / -10 - 0 °C 5.2: -10 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: boron trifluoride diethyl etherate; trifluoroacetic anhydride / methanol / 4 h / 35 - 40 °C / Inert atmosphere 1.2: 36 h / Reflux 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 - 75 °C / Inert atmosphere 3.1: trifluoroacetic anhydride / methanol / 20 h / 20 °C 4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 7 h / -25 - 35 °C / Inert atmosphere View Scheme |
D-Glucono-1,5-lactone
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 4-methyl-morpholine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere 2.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 2.2: 1 h / -5 - 0 °C 2.3: 16 h / -10 - 20 °C 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.33 h / -20 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: 4-methyl-morpholine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere 2.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 2.2: 1 h / -5 - 0 °C 2.3: 16 h / -10 - 20 °C 3.1: water; ethanol / 0.5 h / Reflux 4.1: methanol / 0.33 h / Reflux 4.2: 16.67 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 6 steps 1: iodine / dichloromethane / Reflux 2: n-butyllithium / tetrahydrofuran; hexane / -88 - -75 °C / Inert atmosphere 3: methanesulfonic acid / tetrahydrofuran; hexane 4: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -45 - -40 °C 5: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 6: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme | |
Multi-step reaction with 4 steps 1.1: 4-methyl-morpholine / tetrahydrofuran / -20 - 50 °C / Large scale 2.1: n-hexyllithium / tetrahydrofuran; toluene / -100 - -80 °C / Large scale 2.2: -105 - -80 °C / Large scale 2.3: 3 h / -100 - 20 °C / Large scale 3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -35 - 20 °C / Inert atmosphere; Large scale 3.2: 35 - 40 °C / Large scale 4.1: water; Isopropyl acetate / 20 - 45 °C / Large scale View Scheme | |
Multi-step reaction with 4 steps 1.1: 4-methyl-morpholine / tetrahydrofuran / 0 °C / Large scale 1.2: 17 h / Large scale 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 0.5 h / -80 - -78 °C / Inert atmosphere; Large scale 2.2: 1 h / Cooling; Large scale 2.3: 2 h / -30 - 15 °C / Large scale 3.1: methanesulfonic acid / 9 h / 15 - 40 °C / Large scale 4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 5 h / -20 - 0 °C / Molecular sieve; Inert atmosphere; Large scale View Scheme |
2-chloro-5-iodobenzoic acid
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16.17 h / 10 - 25 °C 2.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C 2.2: 12 h / 0 - 25 °C 2.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C 3.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 3.2: 1 h / -5 - 0 °C 3.3: 16 h / -10 - 20 °C 4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.33 h / -20 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16.17 h / 10 - 25 °C 2.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C 2.2: 12 h / 0 - 25 °C 2.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C 3.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 3.2: 1 h / -5 - 0 °C 3.3: 16 h / -10 - 20 °C 4.1: water; ethanol / 0.5 h / Reflux 5.1: methanol / 0.33 h / Reflux 5.2: 16.67 h / 20 - 25 °C View Scheme |
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 1.2: 1 h / -5 - 0 °C 1.3: 16 h / -10 - 20 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.33 h / -20 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 1.2: 1 h / -5 - 0 °C 1.3: 16 h / -10 - 20 °C 2.1: water; ethanol / 0.5 h / Reflux 3.1: methanol / 0.33 h / Reflux 3.2: 16.67 h / 20 - 25 °C View Scheme |
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 1.2: 1 h / -5 - 0 °C 1.3: 16 h / -10 - 20 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.33 h / -20 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: TurboGrignard / tetrahydrofuran / 1.5 h / -5 - 0 °C / Inert atmosphere 1.2: 1 h / -5 - 0 °C 1.3: 16 h / -10 - 20 °C 2.1: water; ethanol / 0.5 h / Reflux 3.1: methanol / 0.33 h / Reflux 3.2: 16.67 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 5 steps 1: n-butyllithium / tetrahydrofuran; hexane / -88 - -75 °C / Inert atmosphere 2: methanesulfonic acid / tetrahydrofuran; hexane 3: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -45 - -40 °C 4: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 5: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme |
[4-(5-bromo-2-chloro-benzyl)-phenoxy]-tert-butyl-dimethyl-silane
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 1.2: 3 h / -65 - -55 °C 1.3: 16 h / 20 - 25 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 3.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme |
(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 2: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme |
5-bromo-2-chlorobenzoic acid
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 10 h / 20 °C 2.1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere 2.2: 2 h / -5 - 0 °C / Inert atmosphere 3.1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere 5.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C 6.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 6.2: 3 h / -65 - -55 °C 6.3: 16 h / 20 - 25 °C 7.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 8.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 6 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux 2.1: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere 3.1: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C 4.1: 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / Reflux 4.2: -85 - -75 °C / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme | |
Multi-step reaction with 8 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux 2: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere 3: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C 4: n-butyllithium / tetrahydrofuran; hexane / -88 - -75 °C / Inert atmosphere 5: methanesulfonic acid / tetrahydrofuran; hexane 6: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -45 - -40 °C 7: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 8: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme | |
Multi-step reaction with 4 steps 1.1: boron trifluoride diethyl etherate; trifluoroacetic anhydride / methanol / 4 h / 35 - 40 °C / Inert atmosphere 1.2: 36 h / Reflux 2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 - 75 °C / Inert atmosphere 3.1: trifluoroacetic anhydride / methanol / 20 h / 20 °C 4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 7 h / -25 - 35 °C / Inert atmosphere View Scheme |
5-bromo-2-chloro-benzoyl chloride
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere 1.2: 2 h / -5 - 0 °C / Inert atmosphere 2.1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 3.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere 4.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C 5.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 5.2: 3 h / -65 - -55 °C 5.3: 16 h / 20 - 25 °C 6.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 7.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere 2.1: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C 3.1: 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / Reflux 3.2: -85 - -75 °C / Inert atmosphere 4.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme | |
Multi-step reaction with 7 steps 1: aluminum (III) chloride / dichloromethane / 1 h / Ca. -12 - Ca.-8 °C / Inert atmosphere 2: triethylsilane / dichloromethane / 0.3 h / 0 - 15 °C 3: n-butyllithium / tetrahydrofuran; hexane / -88 - -75 °C / Inert atmosphere 4: methanesulfonic acid / tetrahydrofuran; hexane 5: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / -45 - -40 °C 6: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 5 °C 7: sodium hydroxide; water / tetrahydrofuran; methanol / 24 h View Scheme | |
Multi-step reaction with 5 steps 1.1: aluminum (III) chloride / dichloromethane / -10 - 5 °C / Inert atmosphere 2.1: 1,1,3,3-Tetramethyldisiloxane / 5 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 - -37 °C / Inert atmosphere 4.1: acetic acid / toluene / -50 - 20 °C / Inert atmosphere 5.1: sodium tetrahydroborate / tetrahydrofuran / -10 - 0 °C 5.2: -10 - 20 °C View Scheme |
(5-bromo-2-chlorophenyl)(4-methoxyphenyl)methanone
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 2.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere 3.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C 4.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 4.2: 3 h / -65 - -55 °C 4.3: 16 h / 20 - 25 °C 5.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 6.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme |
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere 2.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C 3.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 3.2: 3 h / -65 - -55 °C 3.3: 16 h / 20 - 25 °C 4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 5.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme |
4-(5-bromo-2-chlorobenzyl)phenol
dapagliflozin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / acetonitrile / 2 h / 5 - 15 °C 2.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -65 °C / Inert atmosphere 2.2: 3 h / -65 - -55 °C 2.3: 16 h / 20 - 25 °C 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -30 - -10 °C / Inert atmosphere 4.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere View Scheme |
dapagliflozin
benzaldehyde dimethyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetonitrile at 20℃; for 0.333333h; | 99% |
With toluene-4-sulfonic acid In acetonitrile at 20℃; for 0.333333h; | 98.7% |
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 100℃; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: dapagliflozin; tert-butyldimethylsilyl chloride With dmap In pyridine at 20℃; Cooling with ice; Stage #2: acetic anhydride In pyridine at 20℃; for 3h; | 92% |
Conditions | Yield |
---|---|
In 2,2,4-trimethylpentane at 0 - 10℃; Solvent; | 92% |
Conditions | Yield |
---|---|
In methanol at 15 - 40℃; for 6.5h; Solvent; | 90% |
dapagliflozin
p-toluenesulfonyl chloride
((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With pyridine at 0℃; for 2h; | 88% |
With 2,6-dimethylpyridine at 0 - 20℃; | |
With 2,6-dimethylpyridine at 0 - 20℃; for 6h; |
Conditions | Yield |
---|---|
In toluene for 1h; Solvent; Reflux; Dean-Stark; | 88% |
dapagliflozin
acetic anhydride
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
Conditions | Yield |
---|---|
With pyridine; dmap at 20℃; for 2h; Cooling with ice; | 87% |
With dmap In acetone at 20 - 30℃; for 3h; Solvent; Temperature; Concentration; | 6.4g |
Stage #1: dapagliflozin With dmap In dichloromethane at 25 - 30℃; for 0.333333h; Stage #2: acetic anhydride In dichloromethane at 25 - 30℃; for 4h; | 128 g |
With 4-methyl-morpholine; dmap In dichloromethane at 0 - 25℃; for 16h; | 515 g |
dapagliflozin
di-tert-butylsilyl bis(trifluoromethanesulfonate)
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 60℃; | 83% |
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 110℃; for 3h; Inert atmosphere; |
dapagliflozin
L-proline
Conditions | Yield |
---|---|
In ethanol; water for 0.5h; Reflux; | 66% |
In water; isopropyl alcohol at 20 - 80℃; | |
In ethanol; water for 0.5h; Reflux; | 3.8 g |
In ethanol; hexane; water at 20℃; for 17h; Temperature; Time; Solvent; Reflux; | 3.8 g |
dapagliflozin
Conditions | Yield |
---|---|
With [(neocuproine)Pd(μ-OAc)]2(OTf)2; oxygen In water; acetonitrile at 20℃; for 48h; Reagent/catalyst; | 51% |
Multi-step reaction with 6 steps 1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 60 °C 2: 1H-imidazole / N,N-dimethyl-formamide; dichloromethane / 20 °C / Cooling with ice 3: N-ethyl-N,N-diisopropylamine / Reflux 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C 5: acetic anhydride / dimethyl sulfoxide / 20 °C / Cooling with ice 6: camphor-10-sulfonic acid / methanol / 60 °C View Scheme |
dapagliflozin
(2E)-but-2-enedioic acid
Conditions | Yield |
---|---|
In ethanol; water at 4 - 50℃; for 19h; | 46% |
In water Solvent; Reflux; | 1.1 g |
Conditions | Yield |
---|---|
In ethanol; water at 80℃; for 3h; | 45% |
dapagliflozin
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -78 - 20℃; | 38% |
With hydrogen bromide In water for 16h; Reflux; | 1.6 g |
dapagliflozin
acetyl chloride
Conditions | Yield |
---|---|
With pyridine at -40 - -30℃; for 4h; Inert atmosphere; | 33% |
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