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Tianjin Kind Pharma Co., Ltd.

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

Dapagliflozin 99%

Cas:461432-26-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Sinoway Industrial Co., Ltd.

Why 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

Factory Supply Dapagliflozin powder CAS: 461432-26-8

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $20.0

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, 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

Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Senova Technology Company Limited

We 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

Dapagliflozin

Cas:461432-26-8

Min.Order:100 Gram

Negotiable

Type:Trading Company

inquiry

Luhan Pharmachem Co., Ltd

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

Dapagliflozin

Cas:461432-26-8

Min.Order:0 Metric Ton

Negotiable

Type:Other

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

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

Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Hebei yanxi chemical co.,LTD.

Hebei 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

High quality Dapagliflozin

Cas:461432-26-8

Min.Order:100 Gram

FOB Price: $2.0

Type:Manufacturers

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We 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

dapagliflozin manufacturer/supplier

Cas:461432-26-8

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

Wuhan Fortuna Chemical Co.,Ltd

Unique 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

Factory supply Dapagliflozin Cas 461432-26-8 with high quality and best price

Cas:461432-26-8

Min.Order:100 Gram

Negotiable

Type:Trading Company

inquiry

Hangzhou Think Chemical Co. Ltd

Dapagliflozin 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. (

Dapagliflozin API and Intermediates

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Ality Chemical Corporation

The 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

Factory Supply Dapagliflozin

Cas:461432-26-8

Min.Order:1

Negotiable

Type:Other

inquiry

Xi'an Xszo Chem Co., Ltd.

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

High Quality 99% Dapagliflozin 461432-26-8 ISO Producer

Cas:461432-26-8

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou 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

Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

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

Dapagliflozin

Cas:461432-26-8

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

DAPAGLIFLOZIN 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)-

461432-26-8

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

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 Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH 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

New production CAS 461432-26-8 with best quality

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

LIDE PHARMACEUTICALS LIMITED

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&amp

Dapagliflozin/ LIDE PHARMA- Factory supply / Best price

Cas:461432-26-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. 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

Dapagliflozin CAS461432-26-8

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $289.0 / 499.0

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

Name: 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-[(

Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

inquiry

Hangzhou Sartort Biopharma Co., Ltd

Appearance:White powder Storage:Room temperature Package:100g/bag,1kg/bag Application:API Transportation:Express/Sea/Air Port:Any port in china

High Purity Manufacture Dapagliflozin powder CAS:960404-48-2

Cas:461432-26-8

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

1. 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

Effective Forxiga Dapagliflozin Cas 461432-26-8 Control High Blood Sugar

Cas:461432-26-8

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

Shanghai Upbio Tech Co.,Ltd

1.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

Dapagliflozin 461432-26-8

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We 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

Faithful Supply Dapagliflozin API The Novel Antidiabetic Drug

Cas:461432-26-8

Min.Order:10 Gram

FOB Price: $0.6

Type:Trading Company

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou 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

Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Wuhan 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

Dapagliflozin CAS 461432-26-8

Cas:461432-26-8

Min.Order:100 Kilogram

FOB Price: $1.0 / 5.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Dapagliflozin 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

Dapagliflozin CAS: 461432-26-8

Cas:461432-26-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Mojin Biotechnology Co.,Ltd

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

Original Powder Dapagliflozin 461432-26-8

Cas:461432-26-8

Min.Order:1 Gram

FOB Price: $95.0 / 100.0

Type:Trading Company

inquiry

Lonwin Chemical Group Limited

Dapagliflozin CAS: 461432-26-8 Specification Items Specification Result Purity ≥99.0% 99.91% Appearance White to off-white cr

Factory supply Dapagliflozin

Cas:461432-26-8

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Henan Wentao Chemical Product Co., Ltd.

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

Dapagliflozin

Cas:461432-26-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
461432-25-7

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; ethanol100%
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%
C21H25ClO6*C3H8O2

C21H25ClO6*C3H8O2

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
In n-heptane; tert-butyl methyl ether at -15 - 50℃; Inert atmosphere;98.7%
(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-2-ethoxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-2-ethoxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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%
(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran

(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethyl acetate at 20℃; for 24h; Autoclave;97%
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol bis(L-proline) cocrystal

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol bis(L-proline) cocrystal

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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%
(2-chloro-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-2-yl)phenyl)(4-ethoxyphenyl)methanone

(2-chloro-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-2-yl)phenyl)(4-ethoxyphenyl)methanone

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -25 - 35℃; for 7h; Inert atmosphere;95%
(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

(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

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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%
C27H30BrClO8

C27H30BrClO8

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
714269-57-5

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
461432-24-6

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

tri-n-butyl-(β-D-glucopyranosyl)stannane

tri-n-butyl-(β-D-glucopyranosyl)stannane

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
960404-66-4

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
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
864070-37-1

(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
80-40-0

ethyl ester of p-toluenesulfonic acid

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 12h; Inert atmosphere;75%
C33H57ClO7Si4
960494-15-9

C33H57ClO7Si4

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
C21H23ClO8

C21H23ClO8

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -25 - 40℃; for 6h; Inert atmosphere;55.3%
(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-2-ethoxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-2-ethoxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

A

dapagliflozin
461432-26-8

dapagliflozin

B

C21H25ClO6

C21H25ClO6

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -15℃; Large scale;A n/a
B 20%
2-chloro-5-iodobenzoylchloride
281652-58-2

2-chloro-5-iodobenzoylchloride

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
103-73-1

Phenetole

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
90-80-2

D-Glucono-1,5-lactone

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
19094-56-5

2-chloro-5-iodobenzoic acid

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
864070-19-9

[4-(5-bromo-2-chloro-benzyl)-phenoxy]-tert-butyl-dimethyl-silane

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
1204220-63-2

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
21739-92-4

5-bromo-2-chlorobenzoic acid

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
21900-52-7

5-bromo-2-chloro-benzoyl chloride

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
333361-49-2

(5-bromo-2-chlorophenyl)(4-methoxyphenyl)methanone

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
4-bromo-1-chloro-2-(4-methoxybenzyl)benzene

4-bromo-1-chloro-2-(4-methoxybenzyl)benzene

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
864070-18-8

4-(5-bromo-2-chlorobenzyl)phenol

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
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
461432-26-8

dapagliflozin

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(4aR,6S,7R,8R,8aS)-6-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-2-phenyl-4,4a,6,7,8,8a-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol

(4aR,6S,7R,8R,8aS)-6-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-2-phenyl-4,4a,6,7,8,8a-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
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%
dapagliflozin
461432-26-8

dapagliflozin

acetic anhydride
108-24-7

acetic anhydride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C33H45ClO8Si

C33H45ClO8Si

Conditions
ConditionsYield
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%
dapagliflozin
461432-26-8

dapagliflozin

ethanol
64-17-5

ethanol

dapagliflozin hemiethanolate

dapagliflozin hemiethanolate

Conditions
ConditionsYield
In 2,2,4-trimethylpentane at 0 - 10℃; Solvent;92%
dapagliflozin
461432-26-8

dapagliflozin

L-arginine
74-79-3

L-arginine

C21H25ClO6*C6H14N4O2

C21H25ClO6*C6H14N4O2

Conditions
ConditionsYield
In methanol at 15 - 40℃; for 6.5h; Solvent;90%
dapagliflozin
461432-26-8

dapagliflozin

p-toluenesulfonyl chloride
98-59-9

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
1219000-33-5

((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine at 0℃; for 2h;88%
With 2,6-dimethylpyridine at 0 - 20℃;
With 2,6-dimethylpyridine at 0 - 20℃; for 6h;
piperazine
110-85-0

piperazine

dapagliflozin
461432-26-8

dapagliflozin

C21H25ClO6*C4H10N2

C21H25ClO6*C4H10N2

Conditions
ConditionsYield
In toluene for 1h; Solvent; Reflux; Dean-Stark;88%
dapagliflozin
461432-26-8

dapagliflozin

acetic anhydride
108-24-7

acetic anhydride

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
461432-25-7

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
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
461432-26-8

dapagliflozin

di-tert-butylsilyl bis(trifluoromethanesulfonate)
85272-31-7

di-tert-butylsilyl bis(trifluoromethanesulfonate)

(4aR,6S,7R,8R,8aS)-2,2-di-tert-butyl-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)hexahydropyrano[3,2-d][1,3,2]dioxasiline-7,8-diol

(4aR,6S,7R,8R,8aS)-2,2-di-tert-butyl-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)hexahydropyrano[3,2-d][1,3,2]dioxasiline-7,8-diol

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;85%
dapagliflozin
461432-26-8

dapagliflozin

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

C28H29ClO6
1181680-65-8

C28H29ClO6

Conditions
ConditionsYield
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
461432-26-8

dapagliflozin

L-proline
147-85-3

L-proline

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol bis(L-proline) cocrystal

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol bis(L-proline) cocrystal

Conditions
ConditionsYield
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
461432-26-8

dapagliflozin

(2S,3S,5R,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,5-dihydroxy-6-(hydroxymethyl)dihydro-2H-pyran-4(3H)-one

(2S,3S,5R,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,5-dihydroxy-6-(hydroxymethyl)dihydro-2H-pyran-4(3H)-one

Conditions
ConditionsYield
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
461432-26-8

dapagliflozin

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol fumarate

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol fumarate

Conditions
ConditionsYield
In ethanol; water at 4 - 50℃; for 19h;46%
In water Solvent; Reflux;1.1 g
dapagliflozin
461432-26-8

dapagliflozin

mannitol
69-65-8

mannitol

dapagliflozin D-mannitol hydrate

dapagliflozin D-mannitol hydrate

Conditions
ConditionsYield
In ethanol; water at 80℃; for 3h;45%
dapagliflozin
461432-26-8

dapagliflozin

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
864070-37-1

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 20℃;38%
With hydrogen bromide In water for 16h; Reflux;1.6 g
dapagliflozin
461432-26-8

dapagliflozin

acetyl chloride
75-36-5

acetyl chloride

((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl acetate

((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl acetate

Conditions
ConditionsYield
With pyridine at -40 - -30℃; for 4h; Inert atmosphere;33%
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