Hubei Lidu New Materials Technology Co. , Ltd. is located in No. 12,3C Industrial Park, Zhongxiang Economic Development Zone, Hubei Province. The company is committed to fine chemical raw materials, pharmaceutical intermediates and other production,
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inquiryHubei Yuanmeng Biological Technology Co., Ltd., which is located in Wuhan, China. We are specializing in the exportation of APIs, and plant extracts ect. Our products has been exported to America, Australia, Brazil, the Europe, Middle East and other
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inquiryWe are very compeitive on candesartan cilexetil .Our mfr is GMP certified for this item with CEP document. Candesartan cilexetil is a prodrug of the potent, long-acting, and selective angiotensin II type 1 receptor AT1 antago
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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
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inquiryhebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm
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inquiryUnique advantages for Candesartan cilexetil Cas 145040-37-5 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off white crystalline and odourless power Storage:Cool dr
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inquiryOur Advantages: GMP factory Full experience of large numbers containers loading in main Chinese seaports Packing with pallet as buyer's special request Best service after shipment with e-mail Cargos together with container sales s
Candesartan Cilexetil[CAS No:145040-37-5] Trityl Candesartan[CAS:139481-72-4] Trityl Candesartan Cilexetil[CAS:170791-09-0] Name Candesartan cilexetil Synonyms 1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2
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
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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
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inquiry145040-37-5 - Physico-chemical Properties Molecular Formula C33H34N6O6 Molar Mass 610.66 Density 1.37±0.1 g/cm3(Predicted) Melting Point 168-170 C Boling Point 843.3±75.0 °
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inquiryAssay: NLT 99% Appearance:whilt powder Storage:cool and dryer Package:durm Application:API Transportation:by sea or by air Port:shanghai
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inquiryXi'an Kono Chem Co., Ltd., founded in 2014, is a holding enterprise of Hongkong Pioneer Biotech Group. It is an export-oriented manufacturing enterprise supported by the Ministry of Commerce. Kono Chem is located in Xi'an, Shaanxi Provin
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inquiryCandesartan cilexetil Chinese name: candesartan ester Chinese alias: 2 ethoxy - 1 - [(2 '- (1 h - four azole nitrogen - 5 - base) [1, 1' - al - 4 - base] methyl phenyl]] - 1 h - benzene and imidazole - 7 - formic acid - 1 - [[(cyclohexano
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inquiryCandesartan cilexetil Basic information The precursor drug of Antihypertensive drug Candesartan---Candesartan cilexetil Candesartan cilexetil tabletsAppendix I Appendix II Side effects and adverse reactions Precautions App
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inquiry1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W
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inquiryName: Candesartan cilexetil CAS NO.:145040-37-5 Molecular formula: C33H34N6O6 Molecular weight: 610.66 Appearance:White crystalline powder Storage:Store in cool and dry place, away from sun light. Package:25kg Application:Antihypertensive pharma
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inquiryAdvantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best s
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inquiryHanways Chempharm Co., Limited, the former is Hubei Hanways Pharchem CO.,Limited, set up in 2009 in Wuhan, China. We specialize in sourcing and supplying APIs, pharmaceutical intermediates, and fine chemicals for worldwide markets. The founder has d
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inquiryCandesartan cilexetil Chemical Properties Melting point 168-170 C Boiling point 843.3±75.0 °C(Predicted) density 1.37±0.1 g/cm3(Predicted) storage temp. 2-8°C solubility DMSO: ≥15mg/mL form powder pka
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inquiryPacking: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:white powder Storage:Refer to COA / MSDS Packag
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inquirycilexetil trityl candesartan
candesartan cilexetil
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; dichloromethane at -14 - -12℃; Temperature; Flow reactor; Large scale; | 98% |
With iron(III) chloride In methanol; dichloromethane at 23℃; for 48h; Time; Reagent/catalyst; | 96% |
With methanol; zinc(II) chloride In butanone at 20 - 40℃; for 2.5h; Product distribution / selectivity; | 95.23% |
orthocarbonic acid tetraethyl ester
2-(((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-aminobenzoic acid-1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester
candesartan cilexetil
Conditions | Yield |
---|---|
With acetic acid In ethyl acetate at 30℃; Temperature; | 93.9% |
With acetic acid In toluene at 60℃; for 2h; | 81% |
Conditions | Yield |
---|---|
Stage #1: C30H32N6O5*C2H2O4 With potassium carbonate In ethyl acetate at 10 - 15℃; pH=6 - 7; Stage #2: orthocarbonic acid tetraethyl ester In acetic acid at 0 - 25℃; for 15h; | 92.3% |
1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 1-({4-[2-(1-benzyl-1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-ethoxy-1H-1,3-benzodiazole-7-carboxylate
candesartan cilexetil
Conditions | Yield |
---|---|
With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 25℃; for 14h; Temperature; Time; | 92.1% |
With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 25℃; for 14h; | 80% |
With ammonium formate; palladium over charcoal In water; isopropyl alcohol at 55 - 60℃; for 12 - 15h; | |
With rosenmund catalyst; ammonium formate In water; isopropyl alcohol |
Conditions | Yield |
---|---|
With sodium bicarbonate In methanol; dichloromethane; water; ethyl acetate | 75% |
2-Ethoxy-1-[[2'-(N-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid
candesartan cilexetil
Conditions | Yield |
---|---|
With water In methanol; toluene for 2 - 4h; Product distribution / selectivity; Heating / reflux; | 67% |
C41H42N6O7
candesartan cilexetil
Conditions | Yield |
---|---|
With ammonium formate; 5%-palladium/activated carbon In water; isopropyl alcohol at 40 - 50℃; for 17h; | 55% |
2-Ethoxy-1-[[2'-(N-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid
cyclohexyl (1-iodoethyl)carbonate
candesartan cilexetil
Conditions | Yield |
---|---|
With potassium carbonate In methanol; ethanol; water; N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; ethanol; hexane; dichloromethane; water; acetone |
cilexetil trityl candesartan
A
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-oxo-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-2,3-dihydro-1H-benzimidazole-4-carboxylate
B
candesartan cilexetil
Conditions | Yield |
---|---|
With methanol for 24h; Product distribution / selectivity; Heating / reflux; | |
With methanol; formic acid In dichloromethane at 25℃; for 5 - 23h; Product distribution / selectivity; | |
Stage #1: cilexetil trityl candesartan With methanol; water; zinc(II) chloride for 2.5h; Heating / reflux; Stage #2: With water; sodium hydrogencarbonate In methanol at 20℃; pH=6.11; Product distribution / selectivity; |
2-ethoxy-1-[(2'-cyanobiphenyl-4-yl)methyl]-1H-benzimidazole-7-carboxylicacid-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl ester
candesartan cilexetil
Conditions | Yield |
---|---|
With azido tributyltin (IV) In toluene for 52.5h; Heating / reflux; |
1-chloroethyl cyclohexyl carbonate
tert-butyldimethylsilyl chloride
candesartan
candesartan cilexetil
Conditions | Yield |
---|---|
Stage #1: tert-butyldimethylsilyl chloride; candesartan With triethylamine In chloroform at 20℃; for 3h; Stage #2: 1-chloroethyl cyclohexyl carbonate With triethylamine In chloroform for 24h; |
candesartan
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 3.75 h / 25 - 35 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 60 - 65 °C 3.1: formic acid; methanol / dichloromethane / 7 h / 30 - 35 °C 3.2: 0.33 h / 15 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 3: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 3.5 h / 15 - 23 °C / Flow reactor; Large scale 2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C / Flow reactor; Alkaline conditions; Large scale 3: hydrogenchloride / dichloromethane; methanol / -14 - -12 °C / Flow reactor; Large scale View Scheme |
methyl 2-carboxy-3-nitrobenzoate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / toluene / 2.5 h / 75 °C 2.1: sodium azide; tetrabutylammomium bromide / toluene / 4 h / -10 - -5 °C 2.2: 1 h / 80 - 85 °C 3.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 3.2: 3 h / Reflux 4.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 4.2: 4.5 h / -10 - 0 °C 4.3: 0.5 h / Reflux 5.1: acetic acid / toluene / 6 h / Reflux 6.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 6.2: 0 - 20 °C 7.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 7.2: 3 h / 0 °C / pH 4 8.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 9.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 10.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme | |
Multi-step reaction with 8 steps 1.1: triethylamine; diphenyl phosphoryl azide / N,N-dimethyl-formamide / 20 - 31 °C / Inert atmosphere 1.2: 9 h / 85 - 87 °C 1.3: 3 h / 50 - 55 °C 2.1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 3.1: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 4.1: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 5.1: acetic acid / 1 h / 90 °C 6.1: sodium hydroxide / methanol / 2 h / 90 °C 7.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 8.1: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 1.2: 3 h / Reflux 2.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 2.2: 4.5 h / -10 - 0 °C 2.3: 0.5 h / Reflux 3.1: acetic acid / toluene / 6 h / Reflux 4.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 4.2: 0 - 20 °C 5.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 5.2: 3 h / 0 °C / pH 4 6.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 7.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 8.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme | |
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 2: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 3: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 4: acetic acid / 1 h / 90 °C 5: sodium hydroxide / methanol / 2 h / 90 °C 6: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 7: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
methyl 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 1.2: 3 h / 0 °C / pH 4 2.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 4.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
methyl 3-amino-2-[[(2'-cyanobiphenyl-4-yl)methyl]amino]benzoate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: acetic acid / toluene / 6 h / Reflux 2.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 2.2: 0 - 20 °C 3.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 3.2: 3 h / 0 °C / pH 4 4.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 5.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 6.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
3-nitrophthalic acid
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: sulfuric acid / 24.75 h / 20 - 65 °C 2.1: N,N-dimethyl-formamide; thionyl chloride / toluene / 2.5 h / 75 °C 3.1: sodium azide; tetrabutylammomium bromide / toluene / 4 h / -10 - -5 °C 3.2: 1 h / 80 - 85 °C 4.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 4.2: 3 h / Reflux 5.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 5.2: 4.5 h / -10 - 0 °C 5.3: 0.5 h / Reflux 6.1: acetic acid / toluene / 6 h / Reflux 7.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 7.2: 0 - 20 °C 8.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 8.2: 3 h / 0 °C / pH 4 9.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 10.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 11.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
methyl 2-<<2'-cyanobiphenyl-4-yl)methyl>amino>-3-nitrobenzoate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 1.2: 4.5 h / -10 - 0 °C 1.3: 0.5 h / Reflux 2.1: acetic acid / toluene / 6 h / Reflux 3.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 3.2: 0 - 20 °C 4.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 4.2: 3 h / 0 °C / pH 4 5.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 6.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 7.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
acid chloride of 1-methylhydrogen-3-nitrophthalate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: sodium azide; tetrabutylammomium bromide / toluene / 4 h / -10 - -5 °C 1.2: 1 h / 80 - 85 °C 2.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 2.2: 3 h / Reflux 3.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 3.2: 4.5 h / -10 - 0 °C 3.3: 0.5 h / Reflux 4.1: acetic acid / toluene / 6 h / Reflux 5.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 5.2: 0 - 20 °C 6.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 6.2: 3 h / 0 °C / pH 4 7.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 8.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 9.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 1.2: 0 - 20 °C 2.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 2.2: 3 h / 0 °C / pH 4 3.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 5.1: hydrogen / palladium 10% on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme |
candesartan cilexetil
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In methanol; toluene at 20℃; under 2280.15 Torr; Product distribution / selectivity; |
benzoyl chloride
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: triethylamine / tetrahydrofuran / 7 - 16 °C 2.1: phosphorus pentachloride / dichloromethane / -11 - 19 °C 2.2: 7 h / -6 - 20 °C 3.1: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 4.1: sodium methylate / methanol / 1.5 h / 20 °C 5.1: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 6.1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 7.1: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 8.1: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 9.1: acetic acid / 1 h / 90 °C 10.1: sodium hydroxide / methanol / 2 h / 90 °C 11.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 12.1: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
4-bromobenzyl acetate
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 2: sodium methylate / methanol / 1.5 h / 20 °C 3: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 4: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 5: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 6: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 7: acetic acid / 1 h / 90 °C 8: sodium hydroxide / methanol / 2 h / 90 °C 9: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 10: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
4-bromobenzenemethanol
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: dmap; triethylamine / tetrahydrofuran / 15 - 30 °C 2: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 3: sodium methylate / methanol / 1.5 h / 20 °C 4: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 5: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 6: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 7: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 8: acetic acid / 1 h / 90 °C 9: sodium hydroxide / methanol / 2 h / 90 °C 10: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 11: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
5-Phenyl-1H-tetrazole
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: sodium carbonate; tetrabutylammomium bromide / chloroform; water / 2 h / 55 °C / Cooling with ice 1.2: 1 h 2.1: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 3.1: sodium methylate / methanol / 1.5 h / 20 °C 4.1: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 5.1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 6.1: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 7.1: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 8.1: acetic acid / 1 h / 90 °C 9.1: sodium hydroxide / methanol / 2 h / 90 °C 10.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 11.1: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme | |
Multi-step reaction with 11 steps 1: sodium carbonate; tetrabutylammomium bromide / chloroform; water / 2 h / 55 °C / Cooling with ice 2: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 3: sodium methylate / methanol / 1.5 h / 20 °C 4: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 5: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 6: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 7: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 8: acetic acid / 1 h / 90 °C 9: sodium hydroxide / methanol / 2 h / 90 °C 10: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 11: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
1-(p-methoxybenzyl)-5-phenyl-1H-tetrazole
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 2: sodium methylate / methanol / 1.5 h / 20 °C 3: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 4: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 5: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 6: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 7: acetic acid / 1 h / 90 °C 8: sodium hydroxide / methanol / 2 h / 90 °C 9: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 10: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
N-(4-methoxybenzyl)benzamide
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: phosphorus pentachloride / dichloromethane / -11 - 19 °C 1.2: 7 h / -6 - 20 °C 2.1: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 3.1: sodium methylate / methanol / 1.5 h / 20 °C 4.1: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 5.1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 6.1: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 7.1: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 8.1: acetic acid / 1 h / 90 °C 9.1: sodium hydroxide / methanol / 2 h / 90 °C 10.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 11.1: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
5-[4'-(bromomethyl)biphenyl-2-yl]-1-(p-methoxybenzyl)-1H-tetrazole
candesartan cilexetil
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere 2: hydrogenchloride / methanol / 3.22 h / 3 - 9 °C 3: tin(II) chloride dihdyrate / methanol / 2 h / Reflux 4: acetic acid / 1 h / 90 °C 5: sodium hydroxide / methanol / 2 h / 90 °C 6: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C 7: ammonium formate / 5%-palladium/activated carbon / isopropyl alcohol; water / 17 h / 40 - 50 °C View Scheme |
candesartan cilexetil
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-oxo-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-2,3-dihydro-1H-benzimidazole-4-carboxylate
Conditions | Yield |
---|---|
With hydrogenchloride; water In acetone for 6h; Reflux; | 87.9% |
Conditions | Yield |
---|---|
In ethanol at 20 - 45℃; for 5h; Concentration; Solvent; Temperature; Time; | 81% |
candesartan cilexetil
methyl iodide
Conditions | Yield |
---|---|
In dichloromethane Reflux; | 79% |
candesartan cilexetil
A
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-oxo-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-2,3-dihydro-1H-benzimidazole-4-carboxylate
B
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2'-(1-ethyl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate
C
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2'-(2-ethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate
Conditions | Yield |
---|---|
at 55℃; for 336h; Product distribution / selectivity; | |
at 55℃; for 336h; Product distribution / selectivity; |
candesartan cilexetil
A
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-oxo-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-2,3-dihydro-1H-benzimidazole-4-carboxylate
B
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2'-(2-ethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate
Conditions | Yield |
---|---|
In ethanol at 50℃; for 31h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With triethylamine for 1h; Heating / reflux; |
ethyl iodide
candesartan cilexetil
A
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2'-(1-ethyl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate
B
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-ethoxy-1-[[2'-(2-ethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate
Conditions | Yield |
---|---|
Stage #1: candesartan cilexetil With potassium carbonate In acetone at 20℃; for 1h; Inert atmosphere; Stage #2: ethyl iodide In acetone at 20℃; for 24h; | A 2.5 g B 2.9 g |
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