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Hangzhou Hysen Pharma co.,Ltd.

we are professional Pharmaceutical company. We are specialized in manufacturing and R&D of API & Intermediates, Contract Manufacturing, Contract Research, and International Trading business as well. *We own a R&D center in Hangzhou. I

Ezetimibe factory supply best price

Cas:163222-33-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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

High purity 99% factory price Ezetimibe Powder

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $45.0 / 200.0

Type:Trading Company

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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Ezitimibe supplier in China

Cas:163222-33-1

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

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Kono Chem Co.,Ltd

Specifications CAS No.: 190595-65-4 Other Names: Ezetimibe intermediates MF: C31H25F2NO3 EINECS No.: N/A

Ezetimibe 99% powder

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $5000.0

Type:Other

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Wuhan Fortuna Chemical 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 Crystalline Powder Storage:-20°C Freezer Package:1kg/fo

Hot selling Ezetimibe CAS 163222-33-1 with good quality and factory price

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $10.0

Type:Trading Company

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Hebei yanxi chemical co.,LTD.

1 Factory price 2 High quality 3 Good service 4 Prompt service Appearance:powder Storage:Kept in dry and cool place and from sunlight; Kept the packing intact. Package: 25kg plastic woven bag with inner linning. Application:Is psychotropic dr

ezetimibe

Cas:163222-33-1

Min.Order:500 Gram

FOB Price: $1100.0

Type:Manufacturers

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Hubei Vanz Pharm Co.,Ltd

We are manufacture for the materials, and other sarms,steriods ,we also produce, price is very competitive, quality very good. Appearance:white powder Application:Pharmaceutical

CAS 163222-33-1 Ezetimibe

Cas:163222-33-1

Min.Order:1 Gram

FOB Price: $10.0

Type:Manufacturers

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Hangzhou Think Chemical Co. Ltd

Ezetimibe CAS No.:163222-33-1 Name: Ezetimibe Synonyms: 1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxy-propyl]-4-(4-hydroxyphenyl)-azetidin-2-one

High purity Ezetimibe CAS No.:163222-33-1

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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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 Ezetimibe

Cas:163222-33-1

Min.Order:1

Negotiable

Type:Other

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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

Dayang Chem (Hangzhou) Co.,Ltd.

As 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 c

Ezetimibe 163222-33-1 /manufacturer/low price/high quality/in stock

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $12.0 / 13.0

Type:Lab/Research institutions

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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

Ezetimibe

Cas:163222-33-1

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Hubei DiBo chemical co., LTD

Name:Ezetimibe The alias:Ezetimibe CAS NO:163222-33-1 Molecular formula:C24H21F2NO3 Molecular weight:409.4252 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security wit

Ezetimibe/CAS:163222-33-1/with best price

Cas:163222-33-1

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--163222-33-1-- Ezetimibe in stock Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established stable business relationships

TIANFUCHEM--163222-33-1-- Ezetimibe in stock

Cas:163222-33-1

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

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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

Best Price High Quality Ezetimibe/Zetia /Ezatimibe/Vytorin /Ezedocpowder CAS 163222-33-1

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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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

Top Purity CAS 163222-33-1 with fast shipping

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Hot Sell Factory Supply Raw Material CAS 163222-33-1 Ezetimibe

Cas:163222-33-1

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Product Name: Ezetimibe Synonyms: (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one; Ezetimibe

Ezetimibe CAS NO:163222-33-1

Cas:163222-33-1

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

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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

Ezetimibe/ LIDE PHARMA- Factory supply / Best price

Cas:163222-33-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hangzhou Sartort Biopharma Co., Ltd

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

High Purity 99% Factory Price Ezetimibe

Cas:163222-33-1

Min.Order:100 Gram

FOB Price: $8.0

Type:Lab/Research institutions

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Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best serv

Ezetimibe For Cholesterol-lowering Drugs

Cas:163222-33-1

Min.Order:10 Gram

Negotiable

Type:Other

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

Ezetimibe

Cas:163222-33-1

Min.Order:1 Kilogram

FOB Price: $50.0 / 200.0

Type:Lab/Research institutions

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Shanghai Upbio Tech Co.,Ltd

163222-33-1 On Sale 163222-33-1 Wholesaler Ezetimibe low price Product name Ezetimibe, cholesterol absorption inhibitor Description Potent selective cholesterol absorption inhibitor Alternative names Ezetrol SCH-58235

163222-33-1 On Sale 163222-33-1 Wholesaler Ezetimibe low price

Cas:163222-33-1

Min.Order:100 Gram

FOB Price: $10.0

Type:Lab/Research institutions

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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

Hangzhou Fonlynn Health Technology Co., Ltd.

Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:white powder/ Refer to COA Storage:Refer to COA

163222-33-1 cas door to door shipping 100% purity Ezetimibe

Cas:163222-33-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At pres

Ezetimibe

Cas:163222-33-1

Min.Order:10 Gram

FOB Price: $2.0 / 3.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Ezetimibe CAS:163222-33-1 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 intermediates,

Ezetimibe CAS:163222-33-1

Cas:163222-33-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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

Ezetimibe

Cas:163222-33-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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 C

Ezetimibe manufacturer with low price

Cas:163222-33-1

Min.Order:1 Gram

Negotiable

Type:Trading Company

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Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products with competi

Good Price/Top Quality 99.0%, Ezetimibe Powder

Cas:163222-33-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4-(4-benzyloxyphenyl)-2-azetidinone
163222-32-0

(3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4-(4-benzyloxyphenyl)-2-azetidinone

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With 10 wt% Pd(OH)2 on carbon; hydrogen In methanol; cyclohexane at 70℃; under 760.051 Torr; for 3h;99%
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; ethanol at 50 - 55℃; under 37.5038 - 75.0075 Torr;90.3%
With palladium 10% on activated carbon; ammonium formate; acetic acid for 6h; Reflux;90%
1-(4-fluorophenyl)-3(R)-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4(S)-(4-hydroxyphenyl)-2-azetidinone hydrate
873205-85-7

1-(4-fluorophenyl)-3(R)-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4(S)-(4-hydroxyphenyl)-2-azetidinone hydrate

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
In n-heptane; tert-butyl methyl ether at 20℃; Product distribution / selectivity; Heating / reflux;99%
In Isopropyl acetate at 20℃; Product distribution / selectivity; Heating / reflux;
With acetic acid at 20℃; Product distribution / selectivity; Heating / reflux;
(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-(trimethylsilyloxy)propanyl)-4-(4-(trimethylsiloxy)phenyl)azetidinone

(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-(trimethylsilyloxy)propanyl)-4-(4-(trimethylsiloxy)phenyl)azetidinone

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With sulfuric acid In water; isopropyl alcohol at 20 - 25℃; for 1h;95%
With perchloric acid at 40℃; for 3h; Temperature; Solvent;92%
With sulfuric acid In water; isopropyl alcohol at 20℃; for 1h;91.5%
C30H35F2NO3Si

C30H35F2NO3Si

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With pyridine hydrofluoride In tetrahydrofuran; pyridine at 20℃; for 24h;93%
4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl pivalate
1232148-26-3

4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl pivalate

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Stage #1: 4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl pivalate With sodium hydroxide In tetrahydrofuran; methanol at -15℃;
Stage #2: With hydrogenchloride; water In ethyl acetate
92%
C39H45ClF2N2O5Si2

C39H45ClF2N2O5Si2

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride In tert-butyl methyl ether at 20℃; for 0.25h;91%
[14C]-Sch 57871
191330-56-0

[14C]-Sch 57871

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With dimethylsulfide borane complex; trifluoroacetic anhydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In dichloromethane; toluene at -25 - -20℃; for 3h; Inert atmosphere;90%
With glucose dehydrogenase; alpha-D-glucopyranose; NADP; KRED-128 In water; isopropyl alcohol at 35℃; for 1.5h; pH=7; Product distribution / selectivity; Phosphate buffer;89.26%
With glucose dehydrogenase; potassium phosphate; alpha-D-glucopyranose; DL-dithiothreitol; NADP; magnesium sulfate; KRED-118 In methanol; water at 30℃; pH=7.0; Product distribution / selectivity;87.59%
C28H29F2NO5

C28H29F2NO5

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With hydrogen bromide In isopropyl alcohol at 20℃; for 4h;87%
(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azetidin-2-one
1004520-48-2

(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With dihydrogen peroxide In acetic acid at 20℃; for 2h; Time;86.23%
With dihydrogen peroxide In water; isopropyl alcohol at 20℃; for 0.5h;
(3R,4S)-1-(4-fluorophenyl)-[3(S)-hydroxy-3-(4-fluorophenyl)propyl]-[4-(phenylmethoxy)phenyl]-2-azetidinone

(3R,4S)-1-(4-fluorophenyl)-[3(S)-hydroxy-3-(4-fluorophenyl)propyl]-[4-(phenylmethoxy)phenyl]-2-azetidinone

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid In ethanol at 25℃; for 4h; pH=3;85.4%
C36H49F2NO3Si2

C36H49F2NO3Si2

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With hydrogen fluoride In ethanol at 0 - 10℃; Inert atmosphere;80.6%
benzyl (4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl) carbonate
1159183-24-0

benzyl (4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl) carbonate

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In methanol under 760.051 Torr; for 23h; Product distribution / selectivity;76%
C42H61F2NO3Si2

C42H61F2NO3Si2

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With trimethyl(benzyl)ammonium fluoride In propan-1-ol at 20 - 30℃; Inert atmosphere;75.1%
C34H35F2NO3Si

C34H35F2NO3Si

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Stage #1: C34H35F2NO3Si With sulfuric acid In isopropyl alcohol at 20℃; for 1h;
Stage #2: With palladium 10% on activated carbon; hydrogen; ammonium formate In methanol for 2h; Inert atmosphere;
75%
C43H35F2NO3
1042722-68-8

C43H35F2NO3

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With hydrogen; 3% Pd/C In methanol at 20℃; for 18h; Product distribution / selectivity;73.3%
[14C]-Sch 57871
191330-56-0

[14C]-Sch 57871

A

ezetemibe
163222-33-1

ezetemibe

B

(3R,4S)-1-(4-fluorophenyl)-3-[(3R)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-azetidin-2-one
163380-16-3

(3R,4S)-1-(4-fluorophenyl)-3-[(3R)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-azetidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate; iodine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; dichloromethane; toluene at -8 - 0℃; for 4h; Corey-Bakshi-Shibata Reduction; Inert atmosphere; stereoselective reaction;A 55.4%
B n/a
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr; for 16h;
With Rhodococcus fascians MO22 cells at 35℃; pH=7; Microbiological reaction; aq. phosphate buffer; optical yield given as %de; diastereoselective reaction;
(3R,4S)-4-(4-(trimethylsilyloxy)phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one
954109-26-3

(3R,4S)-4-(4-(trimethylsilyloxy)phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Stage #1: (3R,4S)-4-(4-(trimethylsilyloxy)phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one With methanesulfonic acid; dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; methanol; toluene at -25 - 25℃; for 2.5 - 2.75h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; methanol; toluene at 0℃; for 0.5h; Product distribution / selectivity;
[14C]-Sch 57871
191330-56-0

[14C]-Sch 57871

A

(3R,4R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one

(3R,4R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one

B

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
With formic acid; triethylamine; (1S,2S)-N-methanesulfonyl-1,2-diphenylethane-1,2-diamine; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In tert-butyl methyl ether at 65℃; for 17h; Product distribution / selectivity;A n/a
B n/a
With formic acid; triethylamine; dichloro(benzene)ruthenium(II) dimer; (1S,2S)-N-methanesulfonyl-1,2-diphenylethane-1,2-diamine In tert-butyl methyl ether at 65℃; for 17h; Product distribution / selectivity;A n/a
B n/a
With formic acid; triethylamine; dichloro(mesitylene)ruthenium(II) dimer; N-((1S,2S)-2-amino-1,2-diphenylethyl)-1,1,1-trifluoromethanesulfonamide In tert-butyl methyl ether at 65℃; for 17h; Product distribution / selectivity;A n/a
B n/a
(3R,4S)-4-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one
190595-65-4

(3R,4S)-4-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
2: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
Multi-step reaction with 2 steps
1: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C
2: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / dichloromethane; tetrahydrofuran / 5 h / 0 °C
2: palladium on activated charcoal; hydrogen / methanol / 6 h / 20 °C / 3800.26 Torr
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; dichloromethane / 5 h / 0 °C
2: palladium on activated charcoal; hydrogen / methanol / 6 h / 20 °C / 3800.26 Torr
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 4 h / -10 °C / Inert atmosphere
2: palladium on activated charcoal; formic acid; ammonium formate / isopropyl alcohol / 3 h / 40 °C
View Scheme
4-benzyloxybenzylidene-N-(4-fluoro)phenylanisidine
70627-52-0

4-benzyloxybenzylidene-N-(4-fluoro)phenylanisidine

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 64 percent / LDA; DMPU; LiCl / dimethylformamide; tetrahydrofuran / 18 h / -30 - -25 °C
2: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C
3: BF3 etherate / toluene / 0.08 h / -30 °C
4: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
5: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
6: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 7 steps
1: 64 percent / LDA; DMPU; LiCl / dimethylformamide; tetrahydrofuran / 18 h / -30 - -25 °C
2: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C
3: BF3 etherate / toluene / 0.08 h / -30 °C
4: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
5: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
6: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
7: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
Multi-step reaction with 5 steps
1: N-ethyl-N,N-diisopropylamine; titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 3 h / -5 °C
2: N,O-Bis(trimethylsilyl)acetamide; tetrabutyl ammonium fluoride / toluene / 48 h / Reflux
3: formic acid / dichloromethane / 12 h / Reflux
4: dimethyl sulfide borane / dichloromethane; toluene; tetrahydrofuran / 12 h / 15 °C
5: acetic acid; ammonium formate; palladium 10% on activated carbon / 6 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine; titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 5 h / -30 - -20 °C
2.1: tetrabutyl ammonium fluoride / toluene / 3 h / 60 °C
3.1: sulfuric acid / isopropyl alcohol / 1 h / 20 °C
3.2: 2 h / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride / toluene / 60 °C
2: dimethylsulfide borane complex / dichloromethane; toluene / 3 h / -5 - 0 °C / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 2 h
View Scheme
(2S,3S)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxazetidine-3-carbaldehyde
221349-58-2

(2S,3S)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxazetidine-3-carbaldehyde

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: BF3 etherate / toluene / 0.08 h / -30 °C
2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
3: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
4: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 5 steps
1: BF3 etherate / toluene / 0.08 h / -30 °C
2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
3: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
4: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
5: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
(3S,4S)-4-(4-Benzyloxy-phenyl)-3-((S)-1,2-dihydroxy-ethyl)-1-(4-fluoro-phenyl)-azetidin-2-one
221349-56-0

(3S,4S)-4-(4-Benzyloxy-phenyl)-3-((S)-1,2-dihydroxy-ethyl)-1-(4-fluoro-phenyl)-azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C
2: BF3 etherate / toluene / 0.08 h / -30 °C
3: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
4: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
5: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 6 steps
1: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C
2: BF3 etherate / toluene / 0.08 h / -30 °C
3: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
4: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
5: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
6: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
lithium; 1-(4-fluoro-phenyl)-ethenolate

lithium; 1-(4-fluoro-phenyl)-ethenolate

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: BF3 etherate / toluene / 0.08 h / -30 °C
2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
3: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
4: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 5 steps
1: BF3 etherate / toluene / 0.08 h / -30 °C
2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
3: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
4: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
5: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
(3R,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-[(E)-3-(4-fluoro-phenyl)-3-oxo-propenyl]-azetidin-2-one
221349-60-6

(3R,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-[(E)-3-(4-fluoro-phenyl)-3-oxo-propenyl]-azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
2: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 3 steps
1: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
2: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
3: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
(3S,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-[3-(4-fluoro-phenyl)-1-hydroxy-3-oxo-propyl]-azetidin-2-one
231301-00-1

(3S,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-[3-(4-fluoro-phenyl)-1-hydroxy-3-oxo-propyl]-azetidin-2-one

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
2: 90 percent / hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 3 h / 1551.44 Torr
3: 79 percent / bistrimethylsilylurea; BH3-Me2S / CH2Cl2 / 5 h / -20 - -15 °C
View Scheme
Multi-step reaction with 4 steps
1: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C
2: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr
3: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C
4: 79 percent / ammonium formate; HOAc / Pd-C / methanol / 3 h / 45 - 55 °C / pH 3 - 5
View Scheme
(Z)-1-(4-(benzyloxy)phenyl)-N-(4-fluorophenyl)methaneimine
219653-96-0

(Z)-1-(4-(benzyloxy)phenyl)-N-(4-fluorophenyl)methaneimine

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: (nBu)3N / heptane; toluene / 80 - 90 °C
2: LiOH*H2O / methanol / 2 h
3: oxalyl chloride / CH2Cl2 / 16 h / 22 °C
4: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C
5: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C
6: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr
View Scheme
(3R,4S)-1-(4-fluorophenyl)-3-(3-hydroxy-3-oxopropyl)-4-(4-benzyloxyphenyl)-2-azetidinone
204589-82-2

(3R,4S)-1-(4-fluorophenyl)-3-(3-hydroxy-3-oxopropyl)-4-(4-benzyloxyphenyl)-2-azetidinone

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C
2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C
3: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C
4: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr
View Scheme
3-((3R,4S)-1-(4-fluorophenyl)-2-oxo-4-(4-(benzyloxy)phenyl)azetidin-3-yl)propionic acid chloride
204589-84-4

3-((3R,4S)-1-(4-fluorophenyl)-2-oxo-4-(4-(benzyloxy)phenyl)azetidin-3-yl)propionic acid chloride

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C
2: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C
3: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr
View Scheme
methyl 3-((2S,3R)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxoazetidin-3-yl)propanoate
204589-80-0

methyl 3-((2S,3R)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxoazetidin-3-yl)propanoate

ezetemibe
163222-33-1

ezetemibe

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: LiOH*H2O / methanol / 2 h
2: oxalyl chloride / CH2Cl2 / 16 h / 22 °C
3: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C
4: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C
5: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr
View Scheme
Multi-step reaction with 4 steps
1.1: diethyl aluminiumcholoride / toluene / -12 - 20 °C / Inert atmosphere
2.1: magnesium / tetrahydrofuran / 1 h / 40 - 50 °C / Inert atmosphere
2.2: 1 h / -5 - 0 °C
3.1: [(S,S)-teth-TsDpen RuCl]; triethylamine; formic acid / ethylbenzene / 24 h / 35 - 40 °C / Inert atmosphere
4.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 50 - 55 °C / 37.5 - 75.01 Torr
View Scheme
acetic anhydride
108-24-7

acetic anhydride

ezetemibe
163222-33-1

ezetemibe

4(S)-(4-acetyloxyphenyl)-3(R)-(3(S)-acetyloxy-3-(4-fluorophenyl)propyl)-1-(4-fluorophenyl)-2-azetidinone
163380-20-9

4(S)-(4-acetyloxyphenyl)-3(R)-(3(S)-acetyloxy-3-(4-fluorophenyl)propyl)-1-(4-fluorophenyl)-2-azetidinone

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane100%
With dmap; triethylamine In dichloromethane at 20℃; for 2h;96%
phenyl trifluoromethanesulfonamide
456-64-4

phenyl trifluoromethanesulfonamide

ezetemibe
163222-33-1

ezetemibe

(trifluoromethanesulfonyl)ezetimibe
847781-45-7

(trifluoromethanesulfonyl)ezetimibe

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 3.5h;99%
With dmap; triethylamine In dichloromethane at 20℃; for 3.5h;96%
benzyl bromide
100-39-0

benzyl bromide

ezetemibe
163222-33-1

ezetemibe

(3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4-(4-benzyloxyphenyl)-2-azetidinone
163222-32-0

(3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4-(4-benzyloxyphenyl)-2-azetidinone

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 3h;99%
acetic anhydride
108-24-7

acetic anhydride

ezetemibe
163222-33-1

ezetemibe

Acetic acid 4-{(2S,3R)-1-(4-fluoro-phenyl)-3-[(S)-3-(4-fluoro-phenyl)-3-hydroxy-propyl]-4-oxo-azetidin-2-yl}-phenyl ester
795306-53-5

Acetic acid 4-{(2S,3R)-1-(4-fluoro-phenyl)-3-[(S)-3-(4-fluoro-phenyl)-3-hydroxy-propyl]-4-oxo-azetidin-2-yl}-phenyl ester

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol for 5h;97%
With sodium hydroxide In water; isopropyl alcohol for 5h;97%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

ezetemibe
163222-33-1

ezetemibe

3-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-(4-fluoro-phenyl)-azetidin-2-one
849799-39-9

3-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-(4-fluoro-phenyl)-azetidin-2-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 5h;97%
With 1H-imidazole In DMF (N,N-dimethyl-formamide) for 5h;97%
N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

ezetemibe
163222-33-1

ezetemibe

(trifluoromethanesulfonyl)ezetimibe
847781-45-7

(trifluoromethanesulfonyl)ezetimibe

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 3.5h;96%
With dmap; triethylamine In dichloromethane at 23℃; for 3h;95%
With dmap; triethylamine In dichloromethane at 23℃; for 3h;95%
With dmap; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;562.7 mg
benzyl chloroformate
501-53-1

benzyl chloroformate

ezetemibe
163222-33-1

ezetemibe

benzyl (4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl) carbonate
1159183-24-0

benzyl (4-((2S,3R)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-oxoazetidin-2-yl)phenyl) carbonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 0.5h;92%

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