Idebenone Quick Details CAS No.: 58186-27-9 Other Names: Idebenone MF: C19H30O5 EINECS No.: / Place of Origin: Shaanxi, China (Mainland) Type: Central Nervous System Agents Grade Standard: Medicine Grade Usage: Animal Pharmaceuticals
Cas:58186-27-9
Min.Order:1 Kilogram
FOB Price: $900.0 / 950.0
Type:Trading Company
inquiryAppearance:Orange yellow crystalline powder Storage:ln stock Package:25kg/Barrel Application:Chemicals Transportation:Express/Sea/Air Port:Any port of china
Cas:58186-27-9
Min.Order:1 Kilogram
FOB Price: $1000.0 / 1750.0
Type:Lab/Research institutions
inquiryTrade Assurance Get full protection for your orders 100% Product quality protection 100% On-time shipment protection 100% Payment protection Appearance:An orange yellow or orange, crystalline powder Storage:Store in tight containers, in a cool dry
Cas:58186-27-9
Min.Order:1 Kilogram
FOB Price: $1480.0
Type:Lab/Research institutions
inquiryXi'an Yinherb Bio-Tech Co., Ltd was founded in 2009, We have more than 10 experienced doctors and scientists and professional managers, specializing in Nootropics, Sarms and Peptides researching and developing, and become the lead
Kono chem is located in Xi'an, Shaanxi Province, equipped with a number of engineers in Pharmaceutical, Nutrition, Bioengineering, committed themselves to create products that meet customer requirements. At present, Kono's main products cov
Cas:58186-27-9
Min.Order:1 Kilogram
FOB Price: $1100.0 / 1360.0
Type:Other
inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
Cas:58186-27-9
Min.Order:0 Metric Ton
Negotiable
Type:Manufacturers
inquiryHebei yanxi chemical co., LTD is a professional research, development and production 2-phenylacetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carbon environ
Cas:58186-27-9
Min.Order:10 Gram
FOB Price: $3.5 / 10.0
Type:Manufacturers
inquiryUnique advantages of Idebenone Cas 58186-27-9 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Orange yellow or yellow crystalline powder Storage:cool dry place Package:1g/
Cas:58186-27-9
Min.Order:1 Gram
Negotiable
Type:Trading Company
inquiryJinlan 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
Buy cosmetic raw material API intermediate Idebenone powder/Idebenone Xi'an Quanao Biotech Co., Ltd. is is a global chemical industry manufacturers and suppliers of pharmaceuticals and intermediates, peptide,Nootropis etc API, food and feed addi
Cas:58186-27-9
Min.Order:2 Kilogram
FOB Price: $82.0 / 899.0
Type:Manufacturers
inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial since 1987 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We can do dif
Cas:58186-27-9
Min.Order:25 Kilogram
Negotiable
Type:Trading Company
inquiryIdebenone CAS:58186-27-9 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, think
Cas:58186-27-9
Min.Order:100 Gram
Negotiable
Type:Other
inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
Cas:58186-27-9
Min.Order:1 Gram
FOB Price: $0.1
Type:Manufacturers
inquiryIdebenone CAS: 58186-27-9 Molecular Formula: C19H30O5 Home Product Category Drug substance Nervous system medication 58186-27-9 58186-27-9 - Names and Identifiers Name Idebenone Synonyms cv 2619 Idebenon Ideb
Cas:58186-27-9
Min.Order:1 Gram
FOB Price: $159.0 / 170.0
Type:Trading Company
inquiryColorcom is a global leader in industrial chemical manufacturing and is continuously innovating and transforming to exceed client expectations and industry standards. Colorcom prides itself on superior customer and technical focus, while focusing on
Dayangchem’s R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantiti
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
Name:Idebenone The alias:2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-cyclohexa-2,5-diene-1,4-dione; cv 2619 CAS NO:58186-27-9 Molecular formula:C19H30O5 Molecular weight:338.4385 Product Quality 12 years of chemical raw materials Mature ope
Cas:58186-27-9
Min.Order:25 Kilogram
FOB Price: $1.0 / 2.0
Type:Other
inquiryProduct Name: Idebenone Synonyms: 2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methyl-1,4-benzoquinone;Avan;Daruma;Mnesis;IDEBENONE(PATENTED-NOSUPPLY);5,6-Dimethoxy-2-(10-hydroxydecyl)-3-methyl-1,4-benzoquinone;5,6-dimethoxy-2-(10-hydroxydecyl)
Cas:58186-27-9
Min.Order:1 Gram
FOB Price: $8900.0
Type:Lab/Research institutions
inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
Cas:58186-27-9
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryOur advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be
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
Cas:58186-27-9
Min.Order:10 Gram
FOB Price: $146.0 / 176.0
Type:Trading Company
inquiryName: Idebenone Powder Synonyms: Idebenona, Idebenonum Specification: HPLC 99% CAS NO.: 58186-27-9 Molecular formula: C19H30O5 Characteristic: Yellow to orange crystalline powder Molecular weight: 338.44 Boiling point: 497.3±
1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:Orange yellow or yellow crystalline powder Storage:Store in
Cas:58186-27-9
Min.Order:100 Gram
Negotiable
Type:Other
inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
Cas:58186-27-9
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryWe are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery
Cas:58186-27-9
Min.Order:10 Gram
FOB Price: $1.6
Type:Trading Company
inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present
Cas:58186-27-9
Min.Order:1 Kilogram
FOB Price: $55.0 / 65.0
Type:Trading Company
inquiryIdebenone CAS:58186-27-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates,
Cas:58186-27-9
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiry10-(2,3,4-trimethoxy-6-methylphenyl)decan-1-ol
Idebenone
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; nitric acid In water; acetone at 50℃; for 2.16h; | 98% |
Multi-step reaction with 3 steps 1: iodine / 1 h / 25 °C 2: dihydrogen peroxide; toluene-4-sulfonic acid / acetic acid / 0.42 h / 75 °C 3: sodium carbonate / methanol; water / 20 h / 25 °C View Scheme |
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylphenol
Idebenone
Conditions | Yield |
---|---|
In methanol; water | 96.9% |
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylphenol
Idebenone
Conditions | Yield |
---|---|
With oxygen; salcomine In N,N-dimethyl-formamide for 72h; Ambient temperature; | 87% |
With potassium nitrososulfonate In sodium hydroxide for 1h; Ambient temperature; | 67% |
With oxygen; salcomine In N,N-dimethyl-formamide Quantum yield; Ambient temperature; reaction time, additive; |
2,3-dimethoxy-6-methyl-5-benzyloxydecyl-p-benzoquinone
Idebenone
Conditions | Yield |
---|---|
Stage #1: 2,3-dimethoxy-6-methyl-5-benzyloxydecyl-p-benzoquinone With palladium 10% on activated carbon; hydrogen In methanol at 23℃; for 24h; Stage #2: With palladium 10% on activated carbon; oxygen In methanol at 23℃; for 24h; | 82% |
2,3-dimethoxy-5-methyl-6-(10'-acetoxydecyl)-1,4-benzoquinone
Idebenone
Conditions | Yield |
---|---|
With sodium carbonate In methanol; water at 25℃; for 20h; | 80% |
With water; sodium carbonate In methanol at 0℃; for 36h; | 61% |
With hydrogenchloride; sodium chloride In methanol |
11-hydroxyundecanoic acid
2,3-Dimethoxy-5-methyl-1,4-benzoquinone
Idebenone
Conditions | Yield |
---|---|
With dihydrogen peroxide; oxygen In water; acetone at 75℃; Catalytic behavior; Reagent/catalyst; Temperature; | 80% |
With dipotassium peroxodisulfate; oxygen; silver nitrate In water; acetonitrile at 80℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; | 80% |
With dipotassium peroxodisulfate; silver nitrate In water; acetonitrile at 80℃; for 4h; | 75% |
Stage #1: 11-hydroxyundecanoic acid; 2,3-Dimethoxy-5-methyl-1,4-benzoquinone With silver nitrate In water; acetonitrile Stage #2: With dipotassium peroxodisulfate In water; acetonitrile at 75℃; for 3h; Solvent; Reagent/catalyst; | 65% |
Idebenone
Conditions | Yield |
---|---|
Stage #1: C19H30O5 With dipotassium hydrogenphosphate; potassium hydroxylamine-N,N-disulphonate In N,N-dimethyl-formamide at 50℃; for 8h; Stage #2: With hydrogenchloride In ethanol; N,N-dimethyl-formamide at 50℃; for 8h; Stage #3: With lithium aluminium tetrahydride In N,N-dimethyl-formamide at 80℃; for 3h; | 63% |
2,3-dimethoxy-5-methyl-6-(9'-methoxycarbonylnonyl)-1,4-benzoquinone
Idebenone
Conditions | Yield |
---|---|
(i) LiAlH4, (ii) aq. FeCl3; Multistep reaction; |
Idebenone
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; iron(III) chloride 1.) diethyl ether, RT, 1 h, 2.) diethyl ether; Yield given. Multistep reaction; |
methyl 10-chloro-10-oxodecanoate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 71 percent / AlCl3 / CH2Cl2 / 24 h / Heating 2: 92 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C 3: 96 percent / Et3N; DMAP / CH2Cl2 / 7 h / 20 °C 4: 49 percent / LiBr / dimethylformamide / 24 h / 120 °C 5: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 6: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 7: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
sebacic acid mono methyl ester
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: thionyl chloride 2: 71 percent / AlCl3 / CH2Cl2 / 24 h / Heating 3: 92 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C 4: 96 percent / Et3N; DMAP / CH2Cl2 / 7 h / 20 °C 5: 49 percent / LiBr / dimethylformamide / 24 h / 120 °C 6: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 7: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 8: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
1-(2,3,4,5-tetramethoxy-6-methylphenyl)-1,10-decenediol
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 96 percent / Et3N; DMAP / CH2Cl2 / 7 h / 20 °C 2: 49 percent / LiBr / dimethylformamide / 24 h / 120 °C 3: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 4: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 5: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
methyl 10-(2,3,4,5-tetramethoxy-6-methylphenyl)-10-undecenoate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C 2: 96 percent / Et3N; DMAP / CH2Cl2 / 7 h / 20 °C 3: 49 percent / LiBr / dimethylformamide / 24 h / 120 °C 4: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 5: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 6: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 2: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 3: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
10-(2,3,4,5-tetramethoxy-6-methylphenyl)decylacetate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 2: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
10-methylcarbonyloxy-1-(2,3,4,5-tetramethoxy-6-methylphenyl)decylacetate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 49 percent / LiBr / dimethylformamide / 24 h / 120 °C 2: 99 percent / H2 / Pd/C / methanol / 1 h / 20 °C 3: 88 percent / CAN / acetonitrile; H2O / 0.25 h / 0 °C 4: 61 percent / Na2CO3; H2O / methanol / 36 h / 0 °C View Scheme |
methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature 2: 67 percent / ON(SO3K)2 / aq. NaOH / 1 h / Ambient temperature View Scheme |
methyl 9-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)nonanoate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) NaBH4, 2.) H2 / 2.) Pd/C 2: LiAlH4 / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature 3: 67 percent / ON(SO3K)2 / aq. NaOH / 1 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: potassium dihydrogenphosphate; potassium nitrososulfonate 2: (i) LiAlH4, (ii) aq. FeCl3 View Scheme |
9-bromononan-1-ol
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 2: 95 percent / dimethylsulfoxide / 15 h / 80 °C 3: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 4: PCl5 / CH2Cl2 / 2 h / 25 °C 5: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 6: 79 percent / NaOH / methanol / 2 h / Ambient temperature 7: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 8: NaOH / methanol / 24 h / 5 °C 9: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 9 steps 2: 95 percent / dimethylsulfoxide / 15 h / 80 °C 3: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 4: PCl5 / CH2Cl2 / 2 h / 25 °C 5: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 6: 79 percent / NaOH / methanol / 2 h / Ambient temperature 7: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 8: NaOH / methanol / 24 h / 5 °C 9: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 9 steps 2: 95 percent / dimethylsulfoxide / 15 h / 80 °C 3: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 4: PCl5 / CH2Cl2 / 2 h / 25 °C 5: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 6: 79 percent / NaOH / methanol / 2 h / Ambient temperature 7: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 8: NaOH / methanol / 24 h / 5 °C 9: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 9 steps 2: 95 percent / dimethylsulfoxide / 15 h / 80 °C 3: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 4: PCl5 / CH2Cl2 / 2 h / 25 °C 5: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 6: 79 percent / NaOH / methanol / 2 h / Ambient temperature 7: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 8: NaOH / methanol / 24 h / 5 °C 9: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
9-bromononyl acetate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 95 percent / dimethylsulfoxide / 15 h / 80 °C 2: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 3: PCl5 / CH2Cl2 / 2 h / 25 °C 4: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 5: 79 percent / NaOH / methanol / 2 h / Ambient temperature 6: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 7: NaOH / methanol / 24 h / 5 °C 8: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 8 steps 1: 95 percent / dimethylsulfoxide / 15 h / 80 °C 2: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 3: PCl5 / CH2Cl2 / 2 h / 25 °C 4: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 5: 79 percent / NaOH / methanol / 2 h / Ambient temperature 6: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 7: NaOH / methanol / 24 h / 5 °C 8: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 8 steps 1: 95 percent / dimethylsulfoxide / 15 h / 80 °C 2: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 3: PCl5 / CH2Cl2 / 2 h / 25 °C 4: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 5: 79 percent / NaOH / methanol / 2 h / Ambient temperature 6: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 7: NaOH / methanol / 24 h / 5 °C 8: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 8 steps 1: 95 percent / dimethylsulfoxide / 15 h / 80 °C 2: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 3: PCl5 / CH2Cl2 / 2 h / 25 °C 4: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 5: 79 percent / NaOH / methanol / 2 h / Ambient temperature 6: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 7: NaOH / methanol / 24 h / 5 °C 8: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
methyl 10-hydroxydecanoate
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1.) NaOH / p-TsOH / 1.) MeOH, reflux, 3 h; 2.) 60 degC, 2 h 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 1.) NaOH / p-TsOH / 1.) MeOH, reflux, 3 h; 2.) 60 degC, 2 h 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 1.) NaOH / p-TsOH / 1.) MeOH, reflux, 3 h; 2.) 60 degC, 2 h 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 1.) NaOH / p-TsOH / 1.) MeOH, reflux, 3 h; 2.) 60 degC, 2 h 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
10-acetoxydecanoic acid
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: PCl5 / CH2Cl2 / 2 h / 25 °C 2: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 3: 79 percent / NaOH / methanol / 2 h / Ambient temperature 4: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 5: NaOH / methanol / 24 h / 5 °C 6: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 6 steps 1: PCl5 / CH2Cl2 / 2 h / 25 °C 2: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 3: 79 percent / NaOH / methanol / 2 h / Ambient temperature 4: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 5: NaOH / methanol / 24 h / 5 °C 6: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 6 steps 1: PCl5 / CH2Cl2 / 2 h / 25 °C 2: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 3: 79 percent / NaOH / methanol / 2 h / Ambient temperature 4: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 5: NaOH / methanol / 24 h / 5 °C 6: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 6 steps 1: PCl5 / CH2Cl2 / 2 h / 25 °C 2: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 3: 79 percent / NaOH / methanol / 2 h / Ambient temperature 4: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 5: NaOH / methanol / 24 h / 5 °C 6: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
10-acetoxydecanoyl chloride
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C 5: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 5 steps 1: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C 5: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 5 steps 1: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C 5: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 5 steps 1: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C 5: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 72 h / 4 °C 1.2: 8 h / 25 °C 2.1: dipotassium hydrogenphosphate; potassium hydroxylamine-N,N-disulphonate / N,N-dimethyl-formamide / 8 h / 50 °C 2.2: 8 h / 50 °C 2.3: 3 h / 80 °C View Scheme |
9-acetoxydecanenitrile
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: AlCl3 / 1,2-dichloro-ethane / 5 degC, 2 h; 20 degC, 70 h 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme | |
Multi-step reaction with 7 steps 1: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating 2: PCl5 / CH2Cl2 / 2 h / 25 °C 3: 29 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 4: 79 percent / NaOH / methanol / 2 h / Ambient temperature 5: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 6: NaOH / methanol / 24 h / 5 °C 7: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
6-(10-hydroxy-1-oxodecyl)-2,3-dimethoxy-5-methylphenol
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 2: NaOH / methanol / 24 h / 5 °C 3: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
6-(10-acetoxydecyl)-2,3-dimethoxy-5-methylphenol
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / methanol / 24 h / 5 °C 2: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
Acetic acid 10-(2-hydroxy-3,4-dimethoxy-6-methyl-phenyl)-10-oxo-decyl ester
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 79 percent / NaOH / methanol / 2 h / Ambient temperature 2: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 3: NaOH / methanol / 24 h / 5 °C 4: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme |
9-ethoxycarbonylnonanoic acid chloride
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: (i) AlCl3, (ii) (hydrolysis) 2: hydrogenchloride 3: potassium dihydrogenphosphate; potassium nitrososulfonate 4: (i) LiAlH4, (ii) aq. FeCl3 View Scheme |
3,4,5-trimethoxytoluene
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: nitric acid; potassium bromide / acetic anhydride / 1.25 h / 20 °C 2.1: palladium diacetate; triethylamine; triphenylphosphine / 72 h / 120 °C / Inert atmosphere 2.2: 3 h / 25 °C 3.1: iodine / 1 h / 25 °C 4.1: dihydrogen peroxide; toluene-4-sulfonic acid / acetic acid / 0.42 h / 75 °C 5.1: sodium carbonate / methanol; water / 20 h / 25 °C View Scheme | |
Multi-step reaction with 4 steps 1: (i) AlCl3, (ii) (hydrolysis) 2: hydrogenchloride 3: potassium dihydrogenphosphate; potassium nitrososulfonate 4: (i) LiAlH4, (ii) aq. FeCl3 View Scheme |
9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid
Idebenone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogenchloride 2: potassium dihydrogenphosphate; potassium nitrososulfonate 3: (i) LiAlH4, (ii) aq. FeCl3 View Scheme |
nonanoic acid
Idebenone
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Reflux; | 100% |
Idebenone
[bromo(difluoro)methyl](trimethyl)silane
Conditions | Yield |
---|---|
With potassium hydrogen difluoride In dichloromethane; water at 20℃; for 10h; Reagent/catalyst; | 98% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Reflux; | 97.4% |
Idebenone
Conditions | Yield |
---|---|
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With novozym 435 In toluene at 20℃; for 48h; 4A molecular sieves; | 92% |
In ethyl acetate; toluene | 630 mg (92%) |
silica gel In ethyl acetate; toluene | 630 mg (92%) |
Idebenone
methanesulfonyl chloride
10-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dienyl)decyl methanesulfonate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 16h; | 91% |
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 16h; | 91% |
With triethylamine In dichloromethane at 10 - 15℃; for 1.5 - 1.75h; |
Idebenone
acetic anhydride
2,3-dimethoxy-5-methyl-6-(10'-acetoxydecyl)-1,4-benzoquinone
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 15h; Ambient temperature; | 90.7% |
In pyridine | |
With pyridine |
1-decanoic acid
Idebenone
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Reflux; | 90.2% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Reflux; | 90.2% |
Conditions | Yield |
---|---|
With novozym 435 In toluene at 20℃; for 48h; 4A molecular sieves; | 87% |
Idebenone
Conditions | Yield |
---|---|
With 1,2-Diiodoethane; tetra-(n-butyl)ammonium iodide; Diphenylvinylphosphine In N,N-dimethyl-formamide; acetonitrile at 80℃; for 0.25h; Inert atmosphere; Sealed tube; | 86% |
Idebenone
10-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dienyl)decanal
Conditions | Yield |
---|---|
Stage #1: Idebenone With oxalyl dichloride; dimethyl sulfoxide In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane for 1h; | 84% |
With oxalyl dichloride; triethylamine In dichloromethane; dimethyl sulfoxide at -78℃; for 1.5h; | 84% |
With sodium acetate; pyridinium chlorochromate In dichloromethane for 2.5h; Ambient temperature; | 38.7% |
With Dess-Martin periodane In dichloromethane at 0℃; for 4h; Inert atmosphere; |
Idebenone
10-(2,3-Dimethoxy-5-methyl-1,4-benzoquinon-6-yl)decanoic acid
Conditions | Yield |
---|---|
With Jones reagent In acetone | 83% |
With phosphate buffer; D-glucose; rat liver slices at 37℃; for 1h; incubation, pH=7.4; | |
With Jones reagent In acetone at 0℃; for 0.333333h; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 3h; Inert atmosphere; Cooling with ice; | 83% |
Idebenone
trolox
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In acetonitrile at 0 - 20℃; for 1.5h; Inert atmosphere; | 82% |
Idebenone
Conditions | Yield |
---|---|
With tetrabutylammonium tetra(tert-butyl alcohol) coordinate fluoride; N-tosyl-4-chlorobenzenesulfonimidoyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 0.5h; Sealed tube; | 82% |
lauric acid
Idebenone
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Reflux; | 81.1% |
Idebenone
trimethyl(pentafluoroethyl)silane
Conditions | Yield |
---|---|
With potassium fluoride; 2-fluoropyridine; silver trifluoromethanesulfonate; lithium trifluoromethanesulfonate; Selectfluor In ethyl acetate at 20℃; for 12h; Inert atmosphere; | 80% |
di-tert-butyl dicarbonate
Idebenone
di-tert-butyl 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-1,4-phenylene dicarbonate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; | 79% |
Conditions | Yield |
---|---|
With sulfuric acid In cyclohexane at 25 - 65℃; Reflux; | 78% |
Idebenone
Conditions | Yield |
---|---|
With lithium tetrafluoroborate In dichloromethane at 30℃; for 1h; | 77% |
Idebenone
tetramethylammonium trifluoromethylselenate(0)
Conditions | Yield |
---|---|
With calcium chloride In acetonitrile at 60℃; Temperature; Inert atmosphere; Sealed tube; Glovebox; | 77% |
Idebenone
10-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dienyl)decyl nitrate
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; tetrabutylammonium nitrate In dichloromethane at -70℃; for 2h; | 75% |
With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; tetrabutylammonium nitrate In dichloromethane at -70℃; for 2h; | 75% |
Multi-step reaction with 2 steps 1: triethylamine; dmap / dichloromethane / 16 h / 0 - 20 °C 2: tetrabutylammonium nitrate; sodium nitrate / acetic acid butyl ester; acetonitrile / 18 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C 2: sodium nitrate; tetrabutylammonium nitrate / acetic acid butyl ester; acetonitrile / 18 h / 80 °C View Scheme |
Idebenone
(trifluoromethyl)trimethylsilane
Conditions | Yield |
---|---|
With potassium fluoride; 2-fluoropyridine; silver trifluoromethanesulfonate; Selectfluor In ethyl acetate at 20℃; for 12h; Glovebox; Inert atmosphere; | 64% |
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