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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

Hangzhou Think Chemical Co. Ltd

(1R,3S,4S)-3-[6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester CAS No.:1256387-87-7 Name: (1R,3S,4S)-3-[6-(4,4,5,5-Tetramet

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

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/944.html Product Name (1R,3S,4S)-3-[6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-a

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate. In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so o

TIANFU CHEM ledipasvir interMediate

Cas:1256387-87-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

ledipasvir interMediate

Cas:1256387-87-7

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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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

China factory supplyCAS 1256387-87-7 with high-quality service

Cas:1256387-87-7

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

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

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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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 We can also provide MT1 peptide powd

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

API Manufacturer 1256387-87-7 For Pharmaceutical Intermediates

Cas:1256387-87-7

Min.Order:10 Gram

Negotiable

Type:Other

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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

Qingdao Beluga Import and Export Co., LTD

ledipasvir interMediate CAS:1256387-87-7 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

ledipasvir interMediate CAS:1256387-87-7

Cas:1256387-87-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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HANWAYS CHEMPHARM CO.,LIMITED

We are concentrating on the R&D and technical service of APIs and pharmaceutical intermediates Application:Pharmaceutical intermediate Port:Chinese main port

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:1 Kilogram

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 wi

Ledipasvir Intermediates

Cas:1256387-87-7

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

LEDIPASVIR INTERMEDIATE

Cas:1256387-87-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai SE Pharm Co., Ltd

1. made in GMP plant, commerially 2. usually have it in stock 3. can supply at large quantity 4. audit accepted. related documents are available to offer and audited by many clients, such as lupin, msn, dr reddy etc 5. chromatographic p

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

(1R,3S,4S)-2-tert-Butyl-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-benzo[d]imidazol-2-yl)

Cas:1256387-87-7

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

advantage: 1. The best price, satisfactory quality; 2. customers have the right to choose the delivery of parcels (EMS, DHL, FedEx, UPS); 3. customers have the right to choose from the recent effective packaging methods of their products packaging

ledipasvir interMediate manufacturer/high quality/in stock

Cas:1256387-87-7

Min.Order:1 Gram

Negotiable

Type:Other

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Chemlyte Solutions

Chemlyte Solutions believe that customers and suppliers deserve much more than what traditional distributors can offer. To grow in today s fast-paced and increasingly competitive market it is essential to be able to quickly adapt to market forces eff

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Ledipasvir Intermediates

Cas:1256387-87-7

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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Changzhou Anchor Biological Technology Co., Ltd.

Changzhou Anchor Biological Technology Co.,LTD. is engaged in customizing the benzene ring and pyridine derivative organic intermediates according to customers’ requirements. Meanwhile, under the premise of confidentiality of our customers, o

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Ledipasvir Intermediate 09

Cas:1256387-87-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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Siwei Development Group Ltd.

Product name: 3-{6-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-yl)Phenyl]-1H-Benzoimidazol-2-yl}-2-aza-Bicyclo[2,2,1]Heptane-2-Carboxylic Acid Tert-Butyl Ester CAS No.:1256387-87-7 Molecule Formula:C24H34BN3O4 Molecule Weight:439.36 Purit

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Jinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu

(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-Methyl-L-valine

Cas:1256387-87-7

Min.Order:0 Metric Ton

Negotiable

Type:Other

inquiry

SICHUAN TONGSHENG AMINOACID CO.LTD

Sichuan Tongsheng is the most strongest manufacturer and exporter of amino acids and their derivatives in China, we guarantee high quality, competive price and reliable service. We fully compliance with ISO9001:2008, production and quality manage

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Ledipasvir intermediate 3

Cas:1256387-87-7

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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Synthetic route

(1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-74-2

(1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate In 1,4-dioxane at 90℃;94%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 95℃; for 3.5h; Inert atmosphere;1.16 g
With bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride; potassium carbonate In 1,2-dimethoxyethane Reflux; Inert atmosphere;
(1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-74-2

(1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

benzene-1,4-diboronic acid bispinacol ester
99770-93-1

benzene-1,4-diboronic acid bispinacol ester

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 4h; Inert atmosphere;85%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 4h; Inert atmosphere;85%
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester

(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 20 °C
2.1: ethanol / 130 - 170 °C / Sealed tube
2.2: 20 °C
3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
2: ethanol / 130 - 170 °C / Sealed tube
3: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
1.2: 48 h / 115 °C
2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / 1,4-dioxane / 3.5 h / 95 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C
2: ethanol / 72 h / 130 - 170 °C / Sealed tube
3: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
(1R,3S,4S)-2-tert-butoxycarbonyl-3-(2-amino-4-bromophenylaminocarbonyl)-2-azabicyclo[2.2.1]heptane
1256387-73-1

(1R,3S,4S)-2-tert-butoxycarbonyl-3-(2-amino-4-bromophenylaminocarbonyl)-2-azabicyclo[2.2.1]heptane

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ethanol / 130 - 170 °C / Sealed tube
1.2: 20 °C
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 130 - 170 °C / Sealed tube
2: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 72 h / 130 - 170 °C / Sealed tube
2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
4-Bromo-benzene-1,2-diamine
1575-37-7

4-Bromo-benzene-1,2-diamine

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 20 °C
2.1: ethanol / 130 - 170 °C / Sealed tube
2.2: 20 °C
3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
1.2: 48 h / 115 °C
2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / 1,4-dioxane / 3.5 h / 95 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C
2: ethanol / 72 h / 130 - 170 °C / Sealed tube
3: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
View Scheme
(1R,3S,4S)-methyl 2-((R)-1-phenylethyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate

(1R,3S,4S)-methyl 2-((R)-1-phenylethyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: palladium on carbon; hydrogen / ethanol; methanol / 15 h / 30 - 35 °C / 5171.62 Torr
2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 8 - 20 °C
3: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h
4: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
5: ethanol / 130 - 170 °C / Sealed tube
6: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C
View Scheme
(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester

(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 8 - 20 °C
2: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h
3: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
4: ethanol / 130 - 170 °C / Sealed tube
5: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C
View Scheme
(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester
1181573-36-3

(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: lithium hydroxide / methanol; tetrahydrofuran; water / 0.08 h
2: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
3: ethanol / 130 - 170 °C / Sealed tube
4: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 90 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

C29H42BN3O6

C29H42BN3O6

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 15h;96.3%
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

benzyl chloroformate
501-53-1

benzyl chloroformate

C32H40BN3O6

C32H40BN3O6

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 15h;96%
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

(6S)-6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid 1,1-dimethylethyl ester

(6S)-6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid 1,1-dimethylethyl ester

(1R,3S,4S)-tert-butyl 3-(6-(7-(2-((S)-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptan-6-yl)-1H-imidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

(1R,3S,4S)-tert-butyl 3-(6-(7-(2-((S)-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptan-6-yl)-1H-imidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate; triphenylphosphine In 1,2-dimethoxyethane at 93℃; for 4h; Inert atmosphere;95%
With palladium diacetate; sodium hydrogencarbonate; triphenylphosphine In 1,2-dimethoxyethane; water at 93℃; for 4h; Inert atmosphere;90%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 93℃; for 4h; Inert atmosphere;301 mg
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; triphenylphosphine In 1,4-dioxane; water; N,N-dimethyl-formamide at 80 - 85℃; Solvent; Reagent/catalyst; Inert atmosphere;30 g
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

acetyl chloride
75-36-5

acetyl chloride

C26H36BN3O5

C26H36BN3O5

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 15h;93.7%
(1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester
1256388-50-7

(1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
1256393-27-7

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tert-Amyl alcohol; water at 90℃; for 16h; Inert atmosphere;92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 85 - 90℃; for 5h; Inert atmosphere;878 mg
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 85 - 90℃; for 5h; Inert atmosphere;
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

(6S)-6-[4-(7-chloro-9,9-difluoro-9H-fluoren-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester

(6S)-6-[4-(7-chloro-9,9-difluoro-9H-fluoren-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester

(6S)-6-[4-(7-(2-[(1R,3S,4S)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.2.1]heptan-3-yl]-1H-benzo[d]imidazole-6-yl)-9,9-difluoro-9H-fluoren-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester

(6S)-6-[4-(7-(2-[(1R,3S,4S)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.2.1]heptan-3-yl]-1H-benzo[d]imidazole-6-yl)-9,9-difluoro-9H-fluoren-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In 1,2-dimethoxyethane at 110℃; for 6h; Reagent/catalyst; Solvent; Temperature; Suzuki Coupling; Inert atmosphere;89.5%
tert-butyl (S)-2-(5 -(7-bromo-9 ,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
1256388-03-0

tert-butyl (S)-2-(5 -(7-bromo-9 ,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

(1R,3S,4S)-tert-butyl 3-(6-(7-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1Himidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
1256388-06-3

(1R,3S,4S)-tert-butyl 3-(6-(7-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1Himidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 3h; Inert atmosphere;77%
tert-butyl (S)-2-(5 -(7-bromo-9 ,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
1256388-03-0

tert-butyl (S)-2-(5 -(7-bromo-9 ,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl (S)-1-((S)-2-(5-(7-(2-((1R,3S,4S)-2-((S)-2-(acetoxyamino)-3-methylbutanoyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazol-6-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate
1256388-07-4

methyl (S)-1-((S)-2-(5-(7-(2-((1R,3S,4S)-2-((S)-2-(acetoxyamino)-3-methylbutanoyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazol-6-yl)-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; 1,2-dimethoxyethane / 3 h / 90 °C / Inert atmosphere
2.1: hydrogenchloride / 1,4-dioxane / 4 h / 20 °C
2.2: 0.5 h / 0 °C
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

C45H48F2N6O4*ClH

C45H48F2N6O4*ClH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere
2: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
1256388-51-8

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate; palladium diacetate; triphenylphosphine / water; 1,2-dimethoxyethane / 4 h / 93 °C / Inert atmosphere
2: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.33 h / 20 °C
3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water; N,N-dimethyl-formamide / 80 - 85 °C / Inert atmosphere
2.1: hydrogenchloride / 1,4-dioxane; water / 70 - 75 °C
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.33 h / 23 °C
3.2: 4 h / 0 - 5 °C
View Scheme
Multi-step reaction with 5 steps
1.1: triphenylphosphine; potassium carbonate / toluene / 20 - 105 °C
2.1: ammonium hydroxide
3.1: hydrogenchloride / water; acetonitrile / 2 h / 60 - 65 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 20 - 30 °C
4.2: 20 - 30 °C
4.3: 2 h / 20 - 25 °C
5.1: ammonium hydroxide / water / 10 - 20 °C / pH 9 - 9.5
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / dichloromethane; 1,4-dioxane / 8 h / 0 - 20 °C
2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 12 h / 0 °C
3: bis-triphenylphosphine-palladium(II) chloride; potassium propionate; potassium phosphate / water; Isopropyl acetate / 75 °C / Inert atmosphere
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

2-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole hydrochloride

2-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; dichloromethane at 0 - 20℃; for 8h;8.0 g
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl ((S)-3-methyl-1-oxo-1-((1R,3S,4S)-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)butan-2-yl)carbamate
1378387-87-1

methyl ((S)-3-methyl-1-oxo-1-((1R,3S,4S)-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)butan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / dichloromethane; 1,4-dioxane / 8 h / 0 - 20 °C
2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 12 h / 0 °C
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

C27H27BrFN3O2

C27H27BrFN3O2

C47H53FN6O4

C47H53FN6O4

Conditions
ConditionsYield
With potassium carbonate In 1,2-dimethoxyethane at 25 - 35℃; Reflux; Inert atmosphere;12.9 g
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

6-(7-(2-((S)-5-azaspiro[2.4]heptan-6-yl)-1H-imidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-2-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazole

6-(7-(2-((S)-5-azaspiro[2.4]heptan-6-yl)-1H-imidazol-5-yl)-9,9-difluoro-9H-fluoren-2-yl)-2-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water; N,N-dimethyl-formamide / 80 - 85 °C / Inert atmosphere
2: hydrogenchloride / 1,4-dioxane; water / 70 - 75 °C
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

C29H29BrF2N2O6

C29H29BrF2N2O6

C47H51F2N5O8

C47H51F2N5O8

Conditions
ConditionsYield
With potassium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium(0) In Isopropyl acetate; water at 80℃; Inert atmosphere;
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate

methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate

oxalic acid
144-62-7

oxalic acid

(x)C4H6O4*C47H51F2N7O5

(x)C4H6O4*C47H51F2N7O5

Conditions
ConditionsYield
Stage #1: (1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester; methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate In 1,2-dimethoxyethane at 20 - 30℃; Inert atmosphere;
Stage #2: With potassium carbonate In 1,2-dimethoxyethane; water at 20 - 85℃;
Stage #3: oxalic acid In acetone Reagent/catalyst; Solvent;
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate

methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate

C47H51F2N7O5*(x)H3O4P

C47H51F2N7O5*(x)H3O4P

Conditions
ConditionsYield
Stage #1: (1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester; methyl (1-(6-(4-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate With potassium carbonate; triphenylphosphine In toluene at 20 - 105℃;
Stage #2: With phosphoric acid In acetone
35 g
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
1256393-27-7

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Pd-101 / 1,2-dimethoxyethane / 20 - 30 °C / Inert atmosphere
1.2: 20 - 85 °C
2.1: ammonium hydroxide / water; ethyl acetate
View Scheme
Multi-step reaction with 2 steps
1: triphenylphosphine; potassium carbonate / toluene / 20 - 105 °C
2: ammonium hydroxide
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

(x)C2HF3O2*C42H43F2N7O3

(x)C2HF3O2*C42H43F2N7O3

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: Pd-101 / 1,2-dimethoxyethane / 20 - 30 °C / Inert atmosphere
1.2: 20 - 85 °C
2.1: ammonium hydroxide / water; ethyl acetate
3.1: dichloromethane / 2 h / 60 - 65 °C
View Scheme
Multi-step reaction with 3 steps
1: triphenylphosphine; potassium carbonate / toluene / 20 - 105 °C
2: ammonium hydroxide
3: dichloromethane / 2 h / 60 - 65 °C
View Scheme
(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
1256387-87-7

(1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester

C49H54N8O7

C49H54N8O7

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triphenylphosphine; potassium carbonate / toluene / 20 - 105 °C
2.1: ammonium hydroxide
3.1: hydrogenchloride / water; acetonitrile / 2 h / 60 - 65 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 20 - 30 °C
4.2: 20 - 30 °C
4.3: 2 h / 20 - 25 °C
5.1: ammonium hydroxide / water / 10 - 20 °C / pH 9 - 9.5
6.1: trifluoroacetic acid / 48 h / 65 - 70 °C
View Scheme
Multi-step reaction with 6 steps
1.1: Pd-101 / 1,2-dimethoxyethane / 20 - 30 °C / Inert atmosphere
1.2: 20 - 85 °C
2.1: ammonium hydroxide / water; ethyl acetate
3.1: hydrogenchloride / water; acetonitrile / 2 h / 60 - 65 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 20 - 30 °C
4.2: 20 - 30 °C
4.3: 2 h / 20 - 25 °C
5.1: ammonium hydroxide / water / 10 - 20 °C / pH 9 - 9.5
6.1: trifluoroacetic acid / 48 h / 65 - 70 °C
View Scheme

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