Product Description Tacrolimus Brief Description CAS NO. 104987-11-3 M.F: C44H69NO12 M.W: 804.02 Competitive price with high quality Conforms to BP/USP/EP/FCC Specification ITEM
Cas:104987-11-3
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
inquiryCHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD. founded in 1984, engages in pharmaceutical research, development, production, process design and technical consultation of synthetic pharmaceutical products. The organizational
Cas:104987-11-3
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryTacrolimus Basic information Product Name: Tacrolimus Synonyms: (2-propenyl)-,(3s-(3r*(e(1s*,3s*,4s*)),4s*,5r*,8s*,9e,12r*,14r*,15s*,16r*,18s*;,19s*,26ar*))-;16-dimethoxy-4,10,12,18-tetr
Cas:104987-11-3
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryTacrolimus is an immunosuppressive drug that is used mainly after allogeneic organ transplant to reduce the activity of the patient's immune system and so lower the risk of organ rejection. It is also used in a topical preparation in the
Assay:98%-102% Appearance:White or almost white crystalline powder Storage:2-8℃ Package:in bags or customer requirements Application:Immunological suppression pharmaceutical raw material Molecular Formula C44H69NO12 Molecular Weight 804.0182
Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities
Cas:104987-11-3
Min.Order:1 Kilogram
FOB Price: $3.0
Type:Lab/Research institutions
inquiryWe are very compeitive on Tacrolimus.Our mfr is GMP certified for this item with CEP document. Product Name: Tacrolimus CAS: 104987-11-3 MF: C44 H69 N O12 MW: 804.02 EINECS: 1308068-626-2
Cas:104987-11-3
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
inquiryGIHI CHEMICALS exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, GIHI CHEMICALS is your best choice. pls contact with us freely for getting detailed prod
Cas:104987-11-3
Min.Order:1 Metric Ton
FOB Price: $2.0
Type:Lab/Research institutions
inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
Cas:104987-11-3
Min.Order:1 Gram
FOB Price: $100.0 / 500.0
Type:Manufacturers
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
Unique advantages of Tacrolimus Cas 104987-11-3 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:Cool dry place Package:1g/fo
Cas:104987-11-3
Min.Order:1 Gram
Negotiable
Type:Trading Company
inquiryHebei yanxi chemical co., LTD is a professional research, development and production . enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carbon environmental protection
Cas:104987-11-3
Min.Order:1 Kilogram
FOB Price: $11.0 / 16.0
Type:Manufacturers
inquiryTacrolimus CAS:104987-11-3 Test Items Standards Test Results Character Off-white to white powder conform M
T he company has advanced technology, as well as a large number of excellent R & D team, to provide customers from the grams to one hundred kilograms and tons of high-quality products, competitive prices and quality service Appearance:white
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:104987-11-3
Min.Order:1 Gram
FOB Price: $0.1
Type:Manufacturers
inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi
Name:Tacrolimus CAS:104987-11-3 Grade:For chemical industry, scientific research and export Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security without vulnerability P
Cas:104987-11-3
Min.Order:25 Kilogram
FOB Price: $1.0 / 2.0
Type:Other
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&
Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva
Cas:104987-11-3
Min.Order:1 Gram
FOB Price: $1000.0 / 1300.0
Type:Trading Company
inquiryWITH 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:104987-11-3
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryName: Tacrolimus CAS:104987-11-3 MF: C44H69NO12 Appearance:White Powder Storage:Store in cool and dry place, away from sun light. Package:25kg Application:APIS Transportation:By sea or by air Port:Qingdao Port
Our Adwantage: 1.We have stock so we can delivery quickly at the very day when receive the payment. 2.Best price, first class service, high successful delivery rate. A discount would be given when you make a large order. 3.High quality gua
Cas:104987-11-3
Min.Order:2 Gram
Negotiable
Type:Other
inquiryAppearance:White powder Storage:Room temperature Package:10g/bag,1kg/bag Application:API Transportation:Express/Sea/Air Port:Any port in china
Cas:104987-11-3
Min.Order:10 Gram
Negotiable
Type:Lab/Research institutions
inquiry1. We are one of the domestic largest manufacturers of API; 2. We are always the supplier of products with higher quality and at more competitive price; 3. We are supplier of safe and ecofriendly products ; 4. We provide stable supply and
Cas:104987-11-3
Min.Order:25 Kilogram
Negotiable
Type:Trading Company
inquiry1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem specialized in APIs, chemical intermediate
Cas:104987-11-3
Min.Order:1 Kilogram
FOB Price: $1.0
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:104987-11-3
Min.Order:10 Gram
FOB Price: $1.15
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:104987-11-3
Min.Order:1 Kilogram
FOB Price: $80.0 / 100.0
Type:Trading Company
inquiryBeluga chemical professional supply High qualityTacrolimus CAS 104987-11-3 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
Cas:104987-11-3
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryWe have overseas warehouses in California, New Laredo Mexico, Vancouver Canada, Amsterdam Netherlands, and Melbourne Australia. Overseas warehouses can provide some of the best-selling products. We look forward to the cooperation of local powerful
Cas:104987-11-3
Min.Order:0 Metric Ton
Negotiable
Type:Trading Company
inquiryC56H97NO12Si2
Tacrolimus
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 20℃; for 0.05h; | 100% |
With hydrogen fluoride; acetonitrile In dichloromethane at 0℃; for 0.0833333h; | 81% |
With hydrogen fluoride In acetonitrile at 20℃; | 81% |
24,33-Bis-(t.butyl-dimethylsilyl)-FK 506
Tacrolimus
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 50℃; for 0.2h; | 100% |
With hydrogen fluoride In acetonitrile at 20℃; for 2.5h; |
14-<(tert-butyldimethylsilyl)oxy>-24,32-bis<(triisopropylsilyl)oxy>-FK506
Tacrolimus
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile for 18h; Ambient temperature; | 73% |
C66H101NO11Si2
Tacrolimus
Conditions | Yield |
---|---|
With hydrogen fluoride; 3,3-dimethyldioxirane 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h; Yield given. Multistep reaction; |
C66H101NO12Si2
Tacrolimus
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 20℃; for 10h; Cyclization; desilylation; | 10.5 mg |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 46 percent / epichlorohydrin / 1,2-dichloro-benzene / 0.05 h / 140 °C 2: 100 percent / aq. HF / acetonitrile / 0.2 h / 50 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 43 percent / epichlorohydrin / 1,2-dichloro-benzene / 0.05 h / 140 °C 2: 100 percent / aq. HF / acetonitrile / 0.05 h / 20 °C View Scheme |
C69H107NO12Si2
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / dimethyl dioxirane / acetone / 2.17 h / -50 - -26 °C 2: 10.5 mg / aq. HF / acetonitrile / 10 h / 20 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 110 percent / C8K-ZnCl2-AgOAc / tetrahydrofuran / 1 h / 0 °C 2: 100 percent / dimethyl dioxirane / acetone / 2.17 h / -50 - -26 °C 3: 10.5 mg / aq. HF / acetonitrile / 10 h / 20 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 88 percent / triphenylphosphine; imidazole; iodine / toluene / 0.5 h / 70 °C 2: 110 percent / C8K-ZnCl2-AgOAc / tetrahydrofuran / 1 h / 0 °C 3: 100 percent / dimethyl dioxirane / acetone / 2.17 h / -50 - -26 °C 4: 10.5 mg / aq. HF / acetonitrile / 10 h / 20 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / DDQ / CH2Cl2; H2O / 0.83 h / 20 °C 2: 88 percent / triphenylphosphine; imidazole; iodine / toluene / 0.5 h / 70 °C 3: 110 percent / C8K-ZnCl2-AgOAc / tetrahydrofuran / 1 h / 0 °C 4: 100 percent / dimethyl dioxirane / acetone / 2.17 h / -50 - -26 °C 5: 10.5 mg / aq. HF / acetonitrile / 10 h / 20 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 21.0 mg / Et3N; methyl-2-chloropyridinium iodide / CH2Cl2 / 14 h / 20 °C 2: 92 percent / DDQ / CH2Cl2; H2O / 0.83 h / 20 °C 3: 88 percent / triphenylphosphine; imidazole; iodine / toluene / 0.5 h / 70 °C 4: 110 percent / C8K-ZnCl2-AgOAc / tetrahydrofuran / 1 h / 0 °C 5: 100 percent / dimethyl dioxirane / acetone / 2.17 h / -50 - -26 °C 6: 10.5 mg / aq. HF / acetonitrile / 10 h / 20 °C View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 2: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 3: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 4: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 5: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 6: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 2: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 3: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 2: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 3: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 4: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 2: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 3: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 4: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 5: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 6: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 2: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 3: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 4: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 5: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 6: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 7: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 2: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 3: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 4: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 5: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: NaHCO3, KBr, 4-methoxy-2,2,6,6-tetramethylpiperidinyloxy free radical, NaOCl / CH2Cl2 / 1.33 h / 0 °C 2: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 3: 495 mg / diethyl ether 4: Dess-Martin periodinane / CH2Cl2 / 1 h 5: LiOH*H2O / tetrahydrofuran / 0.5 h 6: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 7: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 8: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 9: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 10: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 11: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 12: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme | |
Multi-step reaction with 10 steps 1: NaHCO3, KBr, 4-methoxy-2,2,6,6-tetramethylpiperidinyloxy free radical, NaOCl / CH2Cl2 / 1.33 h / 0 °C 2: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 3: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1 h, 2) THF, 0 deg C, 1 h 4: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 5: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 6: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 7: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 8: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 9: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 10: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 2: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 2: 495 mg / diethyl ether 3: Dess-Martin periodinane / CH2Cl2 / 1 h 4: LiOH*H2O / tetrahydrofuran / 0.5 h 5: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 6: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 7: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 8: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 9: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 10: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 11: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme | |
Multi-step reaction with 9 steps 1: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 2: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1 h, 2) THF, 0 deg C, 1 h 3: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 4: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 5: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 6: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 7: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 8: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 9: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 2: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 3: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 4: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 5: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 6: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 7: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 495 mg / diethyl ether 2: Dess-Martin periodinane / CH2Cl2 / 1 h 3: LiOH*H2O / tetrahydrofuran / 0.5 h 4: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 5: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 6: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 7: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 8: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 9: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 10: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme | |
Multi-step reaction with 8 steps 1: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1 h, 2) THF, 0 deg C, 1 h 2: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 3: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 4: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 5: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 6: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 7: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 8: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: LiOH*H2O / tetrahydrofuran; H2O / 5 h / Ambient temperature 2: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1 h, 2) THF, 0 deg C, 1 h 3: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 4: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 5: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 6: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 7: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 8: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 9: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme | |
Multi-step reaction with 9 steps 1: Dess-Martin periodinane / CH2Cl2 / 1 h 2: LiOH*H2O / tetrahydrofuran / 0.5 h 3: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 4: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 5: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 6: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 7: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 8: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 9: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: LiOH*H2O / tetrahydrofuran / 0.5 h 2: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 3: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 4: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 5: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 6: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 7: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 8: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 71 percent / TBAF / tetrahydrofuran / 2 h 2: NaHCO3, KBr, 4-methoxy-2,2,6,6-tetramethylpiperidinyloxy free radical, NaOCl / CH2Cl2 / 1.33 h / 0 °C 3: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 4: 495 mg / diethyl ether 5: Dess-Martin periodinane / CH2Cl2 / 1 h 6: LiOH*H2O / tetrahydrofuran / 0.5 h 7: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1h, 2) THF, 0 deg C, 1 h 8: 47.3 mg / 2-chloro-1-methylpyridinium iodide, NET3 / CH2Cl2 / 6 h / Heating 9: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 10: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 11: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 12: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 13: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme | |
Multi-step reaction with 11 steps 1: 71 percent / TBAF / tetrahydrofuran / 2 h 2: NaHCO3, KBr, 4-methoxy-2,2,6,6-tetramethylpiperidinyloxy free radical, NaOCl / CH2Cl2 / 1.33 h / 0 °C 3: NaH2PO4, NaClO2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h 4: 1) TESOTf, 2,6-lutidine, 2) TBAF, AcOH / 1) CH2Cl2, 0 deg C, 1 h, 2) THF, 0 deg C, 1 h 5: 1) 2-chloro-1-methylpyridinium iodide, NEt3, 2) NEt3 / 1) CH2Cl2, reflux, 17 h, 2) EtOH, 5 h 6: 81 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / Ambient temperature 7: 84 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C 8: 83 percent / I2, PPh3, imidazole / toluene / 0.5 h / 75 °C 9: 74 percent / 1) KHMDS / tetrahydrofuran; toluene / 1) -78 deg C, 30 min, 2) 30 min 10: 67 percent / graphite, potassium, ZnCl2, AgOAc / tetrahydrofuran / 1.5 h / Ambient temperature 11: 1) dimethyldioxirane, 2) 40percent HF / 1) acetone, CH2Cl2, -45 deg C -> -25 deg C, 1 h; -25 deg C -> 0 deg C, 1 h, 2) MeCN, 6 h View Scheme |
(9RS,22S)-14-<(tert-butyldimethylsilyl)oxy>-9,22-tetrahydro-24,32-bis<(triisopropylsilyl)oxy>-FK506
Tacrolimus
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / Dess-Martin periodinane / CH2Cl2 / 15 h / Ambient temperature 2: 73 percent / aq. HF / acetonitrile / 18 h / Ambient temperature View Scheme |
Tacrolimus
Conditions | Yield |
---|---|
With polymer resin accoring to the invention In methanol; acetone`; water Purification / work up; |
triisopropylsilyl trifluoromethanesulfonate
Tacrolimus
C62H109NO12Si2
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane 1) 0 deg C, 1,5 h, 2) 25 deg C, 16 h; | 99% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-benzene at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-benzene at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 99% |
With Hoveyda-Grubbs catalyst second generation In 1,2-dichloro-ethane at 85℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation; | 96% |
With Hoveyda-Grubbs catalyst second generation In 1,2-dichloro-ethane at 85℃; for 1h; Inert atmosphere; Sealed tube; | 96% |
Tacrolimus
D,L-dithiothreitol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane for 0.25h; UV-irradiation; | 99% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane at 20℃; for 0.25h; Solvent; Reagent/catalyst; UV-irradiation; | 98% |
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane at 23℃; for 0.25h; Inert atmosphere; Irradiation; | 96% |
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane at 23℃; for 0.25h; UV-irradiation; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane for 0.25h; Reagent/catalyst; UV-irradiation; | 98% |
Conditions | Yield |
---|---|
With zinc(II) chloride for 3h; Ambient temperature; | 97% |
for 3h; Heating; | 82% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-benzene at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 97% |
Tacrolimus
tert-butyldimethylsilyl chloride
24,33-Bis-(t.butyl-dimethylsilyl)-FK 506
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide | 96.7% |
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature; |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol for 0.25h; UV-irradiation; | 96% |
Conditions | Yield |
---|---|
With Hoveyda-Grubbs catalyst second generation In 1,2-dichloro-ethane at 85℃; for 1h; Inert atmosphere; Microwave irradiation; | 96% |
t-butyldimethylsiyl triflate
Tacrolimus
24,33-Bis-(t.butyl-dimethylsilyl)-FK 506
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 1h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In dichloromethane for 0.25h; UV-irradiation; | 95% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; water for 0.25h; UV-irradiation; | 95% |
With 2,2-dimethoxy-2-phenylacetophenone In methanol; water at 23℃; for 0.25h; Inert atmosphere; UV-irradiation; | 92% |
Conditions | Yield |
---|---|
With Novozym SP435 In toluene at 45℃; for 80h; Inert atmosphere; Schlenk technique; | 95% |
Tacrolimus
22(S)-dihydro-FK-506
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran at -78℃; for 1.5h; | 90% |
With tetramethylammonium triacetoxyborohydride In acetic acid; acetonitrile at -5 - 0℃; for 5h; | 25% |
Multi-step reaction with 3 steps 1: imidazole / dimethylformamide 2: 66 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 5 h / -5 - 0 °C 3: 87 percent / 40percent aq. HF / acetonitrile / 2 h / 10 °C View Scheme |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In isopropyl alcohol at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
palladium diacetate In dichloromethane Ambient temperature; | 87% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere; Schlenk technique; | 82% |
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 20h; Heck Reaction; Inert atmosphere; Schlenk technique; | 62% |
Conditions | Yield |
---|---|
With lead(IV) acetate | 81% |
diazomethane
Tacrolimus
(E)-(1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-17-Allyl-12-[(E)-2-((1R,3R,4R)-3,4-dimethoxy-cyclohexyl)-1-methyl-vinyl]-1-hydroxy-14,23,25-trimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-aza-tricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetraone
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0 - 5℃; | 80% |
Tacrolimus
Conditions | Yield |
---|---|
With zinc(II) chloride In dichloromethane for 15h; Ambient temperature; | 80% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-benzene at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-benzene at 150℃; for 0.0833333h; olefin cross-metathesis reaction; Microwave irradiation; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 24h; Heck Reaction; Inert atmosphere; Schlenk technique; | 78% |
Conditions | Yield |
---|---|
With potassium cyanide; 18-crown-6 ether In benzene at 23℃; for 20h; | 76% |
Tacrolimus
Conditions | Yield |
---|---|
With tetra-n-butylammonium cyanide In tetrahydrofuran; water at 5℃; for 2h; | 76% |
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