Products

Refine

Country

Business Type

Certificate

Display

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

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

Factory Price API 99% Bardoxolone methyl 218600-53-4 GMP Manufacturer

Cas:218600-53-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl ester

Cas:218600-53-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Beluga chemical professional supply Bardoxolone Methyl CAS 872-36-6 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technical support and research capabilities. 2. Made in China and exporte

Bardoxolone Methyl CAS 872-36-6

Cas:218600-53-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hubei CuiRan Biotechnology Co., Ltd

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)

Bardoxolone Methyl

Cas:218600-53-4

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

Bardoxolone methyl

Cas:218600-53-4

Min.Order:1 Kilogram

FOB Price: $3.0 / 5.0

Type:Lab/Research institutions

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

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl ester

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Bardoxolone methyl 218600-53-4

Cas:218600-53-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

Bardoxolone methyl

Cas:218600-53-4

Min.Order:10 Gram

FOB Price: $100.0

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

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:White to Off-White Solid Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:CDDO me

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl ester

Cas:218600-53-4

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

SAGECHEM LIMITED

SAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in custom synthe

SAGECHEM/Bardoxolone methyl/SAGECHEM/Manufacturer in China

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Bardoxolone methyl

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Win-Win chemical Co.Ltd

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

Bardoxolone Methyl

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

BOC Sciences

BOC Sciences is committed to supplying cost-effective products and services. We provide Bardoxolone methyl (Cas:218600-53-4). Bardoxolone methyl (also known as “RTA 402” and “CDDO-methyl ester”) is an orally-available first-

Bardoxolone methyl

Cas:218600-53-4

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

Bardoxolone methyl

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl ester

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Bardoxolone Methyl

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

Factory supply high purity low priceAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

NSC713200 CAS No.218600-53-4

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

Hangzhou Fandachem Co.,Ltd

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl esterAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express

Oleana-1,9(11)-dien-28-oicacid, 2-cyano-3,12-dioxo-, methyl ester

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Bardoxolone methyl

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Send Pharmaceutical Technology Co., Ltd.

low price high quality high purity good sevice in stock Storage:Preserve In Well-Closed, Light-Resistant and Tight Containers. Store In Cool & Dry Place Package:1g,5g,10g...1kg,5kg...more Application:R&D Transportation:shipping,land,air Port:Sh

Bardoxolone Methyl

Cas:218600-53-4

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Russell Chemicals Technology Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:any port in China

Shanghai Yuanye Bio-Technology Co., Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:10mg Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by express or by sea Port:Any por

RTA-402

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemlyte Solutions

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

218600-53-4

Cas:218600-53-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

2-bromo-3,12-dioxo-oleanane-1,9 (11)-diene-28-carboxylic acid methyl ester
1428550-98-4

2-bromo-3,12-dioxo-oleanane-1,9 (11)-diene-28-carboxylic acid methyl ester

copper(l) cyanide

copper(l) cyanide

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 30h;83.6%
With potassium iodide In N,N-dimethyl-formamide at 120℃;73%
With potassium iodide In N,N-dimethyl-formamide at 120℃;73%
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 24h; Temperature; Time; Reagent/catalyst; Inert atmosphere;66%
methanol
67-56-1

methanol

bardoxolone
218600-44-3

bardoxolone

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Stage #1: bardoxolone With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.16667h; Cooling with ice;
Stage #2: methanol In dichloromethane for 1h;
96%
methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate

methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.5h; Reflux; Inert atmosphere;87%
Stage #1: methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate With Phenylselenyl chloride In ethyl acetate
Stage #2: With dihydrogen peroxide In tetrahydrofuran; water
40%
With Phenylselenyl chloride; dihydrogen peroxide 1.) ethyl acetate, 2.) THF; Yield given; Multistep reaction;
C31H43IO4
1198076-59-3

C31H43IO4

copper(l) cyanide

copper(l) cyanide

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 16h; Inert atmosphere;89%
1,2-dihydro-2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester
305818-40-0

1,2-dihydro-2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.5h; Heating;92%
1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N5-yl)-benzyloxy)-12-oxo-oleana-2(3),9(11)-dien-28-oic acid methyl ester

1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N5-yl)-benzyloxy)-12-oxo-oleana-2(3),9(11)-dien-28-oic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With porcine liver esterase; γ-glutamyl transpeptidase In aq. buffer at 37℃; for 8h; pH=7.4; Enzymatic reaction;88%
Oleanolic acid
508-02-1

Oleanolic acid

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 24 h / 35 °C / Inert atmosphere
4.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 90 °C / Inert atmosphere; Darkness
3.3: 18 h / 37 °C / Inert atmosphere
4.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 90 °C / Inert atmosphere; Darkness
4.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
69660-90-8

(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
1.2: 24 h / 35 °C / Inert atmosphere
2.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
1.2: 90 °C / Inert atmosphere; Darkness
1.3: 18 h / 37 °C / Inert atmosphere
2.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
2: hydrogen bromide; bromine; acetic acid
3: potassium iodide / N,N-dimethyl-formamide / 120 °C
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
2: hydrogen bromide; bromine; acetic acid
3: potassium iodide / N,N-dimethyl-formamide / 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid; hydrogen bromide / dichloromethane / 26 h / 20 °C
1.2: 24 h / 35 °C
2.1: potassium iodide / N,N-dimethyl-formamide / 30 h / 120 °C
View Scheme
oleanolic acid methyl ester
1724-17-0, 73584-64-2

oleanolic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 24 h / 35 °C / Inert atmosphere
3.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 90 °C / Inert atmosphere; Darkness
2.3: 18 h / 37 °C / Inert atmosphere
3.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 90 °C / Inert atmosphere; Darkness
3.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
methyl 3β-acetoxy-12-oxoolean-9(11)-en-28-oate
65023-20-3

methyl 3β-acetoxy-12-oxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 97 percent / methanolic KOH / 0.5 h / Heating
2: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C
3: 99 percent / NaOMe / benzene / 2 h / 20 °C
4: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
5: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
6: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 6 steps
1: aq. KOH / methanol
2: CrO3, H2SO4
3: 100 percent / sodium methoxide / benzene
4: 61 percent / NH2OH*HCl / aq. ethanol
5: 100 percent / sodium methoxide / methanol; diethyl ether
6: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 5 steps
1: potassium hydroxide; water / methanol
2: sodium methylate / benzene
3: hydroxylamine hydrochloride / water; ethanol
4: sodium methylate / methanol; diethyl ether
5: Phenylselenyl chloride / ethyl acetate
View Scheme
Multi-step reaction with 4 steps
1.1: potassium hydroxide / methanol / 1 h / Reflux
2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
3.2: 0.08 h / -78 - 20 °C
4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3,12-dioxoolean-9(11)-en-28-oate
218600-50-1

methyl 3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / NaOMe / benzene / 2 h / 20 °C
2: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
3: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
4: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / sodium methoxide / benzene
2: 61 percent / NH2OH*HCl / aq. ethanol
3: 100 percent / sodium methoxide / methanol; diethyl ether
4: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 4 steps
1: sodium methylate / benzene
2: hydroxylamine hydrochloride / water; ethanol
3: sodium methylate / methanol; diethyl ether
4: Phenylselenyl chloride / ethyl acetate
View Scheme
Multi-step reaction with 2 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
1.2: 0.08 h / -78 - 20 °C
2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3β-hydroxy-12-oxoolean-9(11)-en-28-oate
65023-19-0

methyl 3β-hydroxy-12-oxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C
2: 99 percent / NaOMe / benzene / 2 h / 20 °C
3: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
4: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
5: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: CrO3, H2SO4
2: 100 percent / sodium methoxide / benzene
3: 61 percent / NH2OH*HCl / aq. ethanol
4: 100 percent / sodium methoxide / methanol; diethyl ether
5: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 3 steps
1.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
2.2: 0.08 h / -78 - 20 °C
3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 12-oxoisoxazolo[4,5-b]olean-9(11)-en-28-oate
218600-52-3

methyl 12-oxoisoxazolo[4,5-b]olean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
2: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / sodium methoxide / methanol; diethyl ether
2: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
methyl 2-hydroxymethylene-3,12-dioxoolean-9(11)-en-28-oate
305818-39-7

methyl 2-hydroxymethylene-3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
2: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
3: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
218600-51-2

(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / NH2OH*HCl / aq. ethanol
2: 100 percent / sodium methoxide / methanol; diethyl ether
3: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 3 steps
1: hydroxylamine hydrochloride / water; ethanol
2: sodium methylate / methanol; diethyl ether
3: Phenylselenyl chloride / ethyl acetate
View Scheme
(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate
25493-69-0, 122798-61-2, 1721-57-9

(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
2.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
3.1: potassium hydroxide / methanol / 1 h / Reflux
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
5.2: 0.08 h / -78 - 20 °C
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
2.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
3.1: potassium hydroxide / methanol / 1 h / Reflux
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
5.2: 0.08 h / -78 - 20 °C
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
oleanolic acid 3-acetate
4339-72-4

oleanolic acid 3-acetate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetone / 24 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
3.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
4.1: potassium hydroxide / methanol / 1 h / Reflux
5.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
6.2: 0.08 h / -78 - 20 °C
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetone / 24 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
3.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
4.1: potassium hydroxide / methanol / 1 h / Reflux
5.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
6.2: 0.08 h / -78 - 20 °C
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate
25493-94-1

methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
2.1: potassium hydroxide / methanol / 1 h / Reflux
3.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
4.2: 0.08 h / -78 - 20 °C
5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methanol
67-56-1

methanol

bardoxolone
218600-44-3

bardoxolone

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Stage #1: bardoxolone With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.16667h; Cooling with ice;
Stage #2: methanol In dichloromethane for 1h;
96%
1,2-dihydro-2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester
305818-40-0

1,2-dihydro-2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.5h; Heating;92%
C31H43IO4
1198076-59-3

C31H43IO4

copper(l) cyanide

copper(l) cyanide

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 16h; Inert atmosphere;89%
1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N5-yl)-benzyloxy)-12-oxo-oleana-2(3),9(11)-dien-28-oic acid methyl ester

1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N5-yl)-benzyloxy)-12-oxo-oleana-2(3),9(11)-dien-28-oic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With porcine liver esterase; γ-glutamyl transpeptidase In aq. buffer at 37℃; for 8h; pH=7.4; Enzymatic reaction;88%
methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate

methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.5h; Reflux; Inert atmosphere;87%
Stage #1: methyl 2-cyano-3,12-dioxoolean-9(11)-en-28-oate With Phenylselenyl chloride In ethyl acetate
Stage #2: With dihydrogen peroxide In tetrahydrofuran; water
40%
With Phenylselenyl chloride; dihydrogen peroxide 1.) ethyl acetate, 2.) THF; Yield given; Multistep reaction;
2-bromo-3,12-dioxo-oleanane-1,9 (11)-diene-28-carboxylic acid methyl ester
1428550-98-4

2-bromo-3,12-dioxo-oleanane-1,9 (11)-diene-28-carboxylic acid methyl ester

copper(l) cyanide

copper(l) cyanide

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 30h;83.6%
With potassium iodide In N,N-dimethyl-formamide at 120℃;73%
With potassium iodide In N,N-dimethyl-formamide at 120℃;73%
With potassium iodide In N,N-dimethyl-formamide at 120℃; for 24h; Temperature; Time; Reagent/catalyst; Inert atmosphere;66%
methyl 3β-hydroxy-12-oxoolean-9(11)-en-28-oate
65023-19-0

methyl 3β-hydroxy-12-oxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C
2: 99 percent / NaOMe / benzene / 2 h / 20 °C
3: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
4: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
5: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: CrO3, H2SO4
2: 100 percent / sodium methoxide / benzene
3: 61 percent / NH2OH*HCl / aq. ethanol
4: 100 percent / sodium methoxide / methanol; diethyl ether
5: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 3 steps
1.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
2.2: 0.08 h / -78 - 20 °C
3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3β-acetoxy-12-oxoolean-9(11)-en-28-oate
65023-20-3

methyl 3β-acetoxy-12-oxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 97 percent / methanolic KOH / 0.5 h / Heating
2: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C
3: 99 percent / NaOMe / benzene / 2 h / 20 °C
4: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
5: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
6: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 6 steps
1: aq. KOH / methanol
2: CrO3, H2SO4
3: 100 percent / sodium methoxide / benzene
4: 61 percent / NH2OH*HCl / aq. ethanol
5: 100 percent / sodium methoxide / methanol; diethyl ether
6: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 5 steps
1: potassium hydroxide; water / methanol
2: sodium methylate / benzene
3: hydroxylamine hydrochloride / water; ethanol
4: sodium methylate / methanol; diethyl ether
5: Phenylselenyl chloride / ethyl acetate
View Scheme
Multi-step reaction with 4 steps
1.1: potassium hydroxide / methanol / 1 h / Reflux
2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
3.2: 0.08 h / -78 - 20 °C
4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3,12-dioxoolean-9(11)-en-28-oate
218600-50-1

methyl 3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / NaOMe / benzene / 2 h / 20 °C
2: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
3: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
4: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / sodium methoxide / benzene
2: 61 percent / NH2OH*HCl / aq. ethanol
3: 100 percent / sodium methoxide / methanol; diethyl ether
4: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 4 steps
1: sodium methylate / benzene
2: hydroxylamine hydrochloride / water; ethanol
3: sodium methylate / methanol; diethyl ether
4: Phenylselenyl chloride / ethyl acetate
View Scheme
Multi-step reaction with 2 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
1.2: 0.08 h / -78 - 20 °C
2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 12-oxoisoxazolo[4,5-b]olean-9(11)-en-28-oate
218600-52-3

methyl 12-oxoisoxazolo[4,5-b]olean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
2: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / sodium methoxide / methanol; diethyl ether
2: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
methyl 2-hydroxymethylene-3,12-dioxoolean-9(11)-en-28-oate
305818-39-7

methyl 2-hydroxymethylene-3,12-dioxoolean-9(11)-en-28-oate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating
2: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C
3: 92 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
218600-51-2

(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / NH2OH*HCl / aq. ethanol
2: 100 percent / sodium methoxide / methanol; diethyl ether
3: 1.) phenylselenenyl chloride, 2.) 30 percent aq. H2O2 / 1.) ethyl acetate, 2.) THF
View Scheme
Multi-step reaction with 3 steps
1: hydroxylamine hydrochloride / water; ethanol
2: sodium methylate / methanol; diethyl ether
3: Phenylselenyl chloride / ethyl acetate
View Scheme
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
69660-90-8

(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
1.2: 24 h / 35 °C / Inert atmosphere
2.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
1.2: 90 °C / Inert atmosphere; Darkness
1.3: 18 h / 37 °C / Inert atmosphere
2.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
2: hydrogen bromide; bromine; acetic acid
3: potassium iodide / N,N-dimethyl-formamide / 120 °C
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
2: hydrogen bromide; bromine; acetic acid
3: potassium iodide / N,N-dimethyl-formamide / 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid; hydrogen bromide / dichloromethane / 26 h / 20 °C
1.2: 24 h / 35 °C
2.1: potassium iodide / N,N-dimethyl-formamide / 30 h / 120 °C
View Scheme
Oleanolic acid
508-02-1

Oleanolic acid

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 24 h / 35 °C / Inert atmosphere
4.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 90 °C / Inert atmosphere; Darkness
3.3: 18 h / 37 °C / Inert atmosphere
4.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.2: 90 °C / Inert atmosphere; Darkness
4.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
oleanolic acid methyl ester
1724-17-0, 73584-64-2

oleanolic acid methyl ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 24 h / 35 °C / Inert atmosphere
3.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 90 °C / Inert atmosphere; Darkness
2.3: 18 h / 37 °C / Inert atmosphere
3.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
2.2: 90 °C / Inert atmosphere; Darkness
3.1: potassium iodide / N,N-dimethyl-formamide / 16 h / 120 °C / Inert atmosphere
View Scheme
(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate
25493-69-0, 122798-61-2, 1721-57-9

(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
2.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
3.1: potassium hydroxide / methanol / 1 h / Reflux
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
5.2: 0.08 h / -78 - 20 °C
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
2.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
3.1: potassium hydroxide / methanol / 1 h / Reflux
4.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
5.2: 0.08 h / -78 - 20 °C
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate
25493-94-1

methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
2.1: potassium hydroxide / methanol / 1 h / Reflux
3.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
4.2: 0.08 h / -78 - 20 °C
5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
oleanolic acid 3-acetate
4339-72-4

oleanolic acid 3-acetate

bardoxolone methyl
218600-53-4

bardoxolone methyl

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetone / 24 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
3.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
4.1: potassium hydroxide / methanol / 1 h / Reflux
5.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
6.2: 0.08 h / -78 - 20 °C
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetone / 24 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
3.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
4.1: potassium hydroxide / methanol / 1 h / Reflux
5.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
6.2: 0.08 h / -78 - 20 °C
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
View Scheme
bardoxolone methyl
218600-53-4

bardoxolone methyl

methyl 2β-cyano-3,12-dioxo-1,2-epoxyolean-9(11)-en-28-oate

methyl 2β-cyano-3,12-dioxo-1,2-epoxyolean-9(11)-en-28-oate

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 3h; Cooling with ice;99%
With dihydrogen peroxide In water; acetonitrile at 20℃; for 48h;92%
With iodosylbenzene In chloroform for 12h; Inert atmosphere;75%
benzyl bromide
100-39-0

benzyl bromide

bardoxolone methyl
218600-53-4

bardoxolone methyl

1-hydroxyl-2-cyano-3-benzyloxy-12-oxo-oleana-2(3),9(11)-dien-28-oic acidmethyl ester

1-hydroxyl-2-cyano-3-benzyloxy-12-oxo-oleana-2(3),9(11)-dien-28-oic acidmethyl ester

Conditions
ConditionsYield
Stage #1: bardoxolone methyl With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: benzyl bromide In water; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
84%
bardoxolone methyl
218600-53-4

bardoxolone methyl

bardoxolone
218600-44-3

bardoxolone

Conditions
ConditionsYield
With lithium iodide In N,N-dimethyl-formamide71%
With lithium iodide In N,N-dimethyl-formamide71%
With lithium iodide In N,N-dimethyl-formamide at 153℃; for 12h; Inert atmosphere;70.3%
With lithium iodide In N,N-dimethyl-formamide for 4h; Heating;68%
With lithium iodide In N,N-dimethyl-formamide Inert atmosphere; Reflux;44%
bardoxolone methyl
218600-53-4

bardoxolone methyl

(4aS,6aR,6bS,8aR,11R,12R,12aS,14aR,14bS)-methyl-11-cyano-11,12-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4a-carboxylate
1198076-72-0

(4aS,6aR,6bS,8aR,11R,12R,12aS,14aR,14bS)-methyl-11-cyano-11,12-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4a-carboxylate

Conditions
ConditionsYield
With sodium periodate; (x)ClH*Cl3Ru In water; ethyl acetate; acetonitrile at 0℃; for 0.0833333h;71%
methanol
67-56-1

methanol

4-bromomethylphenylboronic acid pinacol ester
138500-85-3

4-bromomethylphenylboronic acid pinacol ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

C46H64BNO7

C46H64BNO7

Conditions
ConditionsYield
Stage #1: methanol; bardoxolone methyl With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: 4-bromomethylphenylboronic acid pinacol ester In N,N-dimethyl-formamide for 0.5h;
67%
bardoxolone methyl
218600-53-4

bardoxolone methyl

C32H43NO5

C32H43NO5

Conditions
ConditionsYield
With iodosylbenzene In chloroform at 20℃; for 16h;62%
methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

bardoxolone methyl
218600-53-4

bardoxolone methyl

1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-yl)-benzyloxy)-12-oxooleana-2(3),9(11)-dien-28-oic acid methyl ester

1-hydroxyl-2-cyano-3-(4-(methyl-L-glutaminate-N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-yl)-benzyloxy)-12-oxooleana-2(3),9(11)-dien-28-oic acid methyl ester

Conditions
ConditionsYield
Stage #1: bardoxolone methyl With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate In water; N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
61%
Stage #1: bardoxolone methyl With water; potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate In N,N-dimethyl-formamide for 0.5h;
53%
4-bromomethylphenylboronic acid pinacol ester
138500-85-3

4-bromomethylphenylboronic acid pinacol ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

C45H62BNO7

C45H62BNO7

Conditions
ConditionsYield
Stage #1: bardoxolone methyl With water; potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: 4-bromomethylphenylboronic acid pinacol ester In N,N-dimethyl-formamide for 0.5h;
53%
ethanol
64-17-5

ethanol

4-bromomethylphenylboronic acid pinacol ester
138500-85-3

4-bromomethylphenylboronic acid pinacol ester

bardoxolone methyl
218600-53-4

bardoxolone methyl

C47H66BNO7

C47H66BNO7

Conditions
ConditionsYield
Stage #1: ethanol; bardoxolone methyl With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: 4-bromomethylphenylboronic acid pinacol ester In N,N-dimethyl-formamide for 0.5h;
49%
ethanol
64-17-5

ethanol

methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

bardoxolone methyl
218600-53-4

bardoxolone methyl

C62H75N3O10

C62H75N3O10

Conditions
ConditionsYield
Stage #1: ethanol; bardoxolone methyl With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate In N,N-dimethyl-formamide for 0.5h;
39%
methanol
67-56-1

methanol

methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate

bardoxolone methyl
218600-53-4

bardoxolone methyl

C61H73N3O10

C61H73N3O10

Conditions
ConditionsYield
Stage #1: methanol; bardoxolone methyl With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N5-(4-(bromomethyl)phenyl)-L-glutaminate In N,N-dimethyl-formamide for 0.5h;
38%
acetyl chloride
75-36-5

acetyl chloride

bardoxolone methyl
218600-53-4

bardoxolone methyl

1-isosorbide mononitrate 2-cyano-3-acetoxy-12-oxoolean-2(3),9(11)-diene-28-carboxylic acid methyl ester

1-isosorbide mononitrate 2-cyano-3-acetoxy-12-oxoolean-2(3),9(11)-diene-28-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: isosorbide mononitrate; bardoxolone methyl With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: acetyl chloride In N,N-dimethyl-formamide for 6h;
35%
Chloroacetic anhydride
541-88-8

Chloroacetic anhydride

bardoxolone methyl
218600-53-4

bardoxolone methyl

C34H44ClNO5

C34H44ClNO5

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; Inert atmosphere;16%
bardoxolone methyl
218600-53-4

bardoxolone methyl

C32H43NO5

C32H43NO5

Conditions
ConditionsYield
Stage #1: bardoxolone methyl With N-bromosaccharin; water In acetonitrile at 20℃; for 2h;
Stage #2: With triethylamine In benzene at 20℃; for 1h;
4.9%
bardoxolone methyl
218600-53-4

bardoxolone methyl

benzene
71-43-2

benzene

methyl 2-cyano-3,12-dioxoleana-1,9(11)-dien-28-oate hemibenzenate

methyl 2-cyano-3,12-dioxoleana-1,9(11)-dien-28-oate hemibenzenate

Conditions
ConditionsYield
In acetone for 0.666667h; Ultrasonic processor;
methanol
67-56-1

methanol

bardoxolone methyl
218600-53-4

bardoxolone methyl

methyl 2-cyano-3,12-dioxoleana-1,9(11)-dien-28-oate dimethanol

methyl 2-cyano-3,12-dioxoleana-1,9(11)-dien-28-oate dimethanol

Conditions
ConditionsYield
at -10 - 60℃;
at -15 - 60℃; Product distribution / selectivity; Industry scale;

Downstream Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View