Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 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 c
Cas:137862-53-4
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inquiryPurity: 99% Excellent quality with competitive price Fast delivery Appearance:white powder,tasteless Storage:Store in cool dry place Package:25 kg/drum Application:used clinical for receptor antagonist of angiotensin AT1, has good effect t
Cas:137862-53-4
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inquiryProName:99.9% up USP standard GMP certified DM... CasNo:137862-53-4 Molecular Formula:C24H29N5O3 Appearance:White or almost white hygroscopic powd... Application:Treat the hypertension DeliveryTime:7 working days PackAge:25kg per drum Port:s
Superiority kono is a leading manufacturer and supplier of chemicals in China. We develop ,produce and distribute high quality pharmaceuticals, intermediates, special chemicals and other fine chemicals. We could give you: 1.Best quality in
Cas:137862-53-4
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inquiryTest Items Specification Test Results Assay by (HPLC) 99%-101% 99.43% Characters/appearance
Cas:137862-53-4
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inquiryUnique advantages for USP Valsartan Cas 137862-53-4 Guaranteed the purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White crystalline powder Storage:-20°C Freezer Package:1kg/bag,25kg/drum A
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inquiryXi’an Quanao Biotech Co., Ltd. with 18 years experience in plant extract filed. Product grade: Medicine, Health care product, Cosmetics, Food, Beverage, Feed. Hot selling market: Europe, North America, South America, Middle East, Asia Pacifi
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Cas:137862-53-4
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inquiryHANGZHOU 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, thinkchem specializes in exp
Cas:137862-53-4
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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
Cas:137862-53-4
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Cas:137862-53-4
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inquiry1. 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
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Cas:137862-53-4
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Name:Valsartan CAS NO:137862-53-4 Grade:Antihypertensive drugs, non peptide angiotensin Ⅱ, AT1 receptor antagonist Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security with
Cas:137862-53-4
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inquiryLIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
Cas:137862-53-4
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inquiry3-Methyl-2-[pentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]-butanoic acid Basic information Product Name: 3-Methyl-2-[pentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]-butanoic acid Sy
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inquirySpecifications 1.Name:valsartan 2.CAS:137862-53-4 3.Quality: USP33 4.M.F:C24H29N5O3 5.Use:Anti-hypertension 6.specification of valsartan in USP33 version: ITEMS SPECIFICATION
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Cas:137862-53-4
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Cas:137862-53-4
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Cas:137862-53-4
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inquiryN-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With hydrogenchloride; water pH=2 - 2.5; | 99.9% |
With hydrogenchloride In water; ethyl acetate pH=2 - 2.2; Product distribution / selectivity; | |
With hydrogenchloride; water In ethyl acetate pH=~ 2 - 2.5; | |
With hydrogenchloride In water; ethyl acetate pH=2.5 - 3.5; Product distribution / selectivity; Industry scale; |
methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether; water at 20℃; | 99% |
With water; sodium hydroxide In methanol at 25℃; for 12h; | 95% |
Stage #1: methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate With sodium hydroxide In water at 20℃; for 20h; Stage #2: With hydrogenchloride; water pH=2; | 93% |
N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester With methanol; potassium hydroxide for 4h; Heating / reflux; Stage #2: With water for 5h; Heating / reflux; | 95% |
With sodium hydroxide In methanol for 6h; Reflux; | 90% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium azide; dichloro[(-)-sparteine-N,N']copper(II) In ethyl acetate at 70 - 80℃; for 4h; Concentration; Reagent/catalyst; Large scale; | 92% |
With sodium azide; zinc(II) chloride In N,N-dimethyl-formamide at 120 - 130℃; | 61% |
N-pentanoyl-N-(4-(2-(1-trityl-1H-tetrazol-5-yl)phenyl)phenyl)methyl-L-valine
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With TRILITE SCR-10 gel type In methanol for 6h; Product distribution / selectivity; Reflux; | 91% |
With sodium hydroxide In methanol at 20℃; | 84% |
(2S)-3-methyl-2-{N-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-N'-(thiophene-2-carbonyl)-amino}-butanoic acid
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With hydrogen; nickel In methanol at 20℃; for 24h; | 90% |
B
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: potassium N-pentanoyl-N-[{2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl}methyl]-L-valinate With methanol for 3h; Heating / reflux; Stage #2: In water; ethyl acetate Stage #3: With hydrogenchloride In water Product distribution / selectivity; | A n/a B 89% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; N-(4-iodobenzyl)-N-valeryl-L-valine With sodium hydroxide; tetrakis(triphenylphosphine) palladium(0) In methanol; water for 2.08333h; Heating / reflux; Stage #2: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity; | 88% |
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; N-(4-iodobenzyl)-N-valeryl-L-valine With sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride In methanol; water at 70℃; for 3h; Stage #2: With hydrogenchloride In water; ethyl acetate pH=1 - 2; Product distribution / selectivity; | 85% |
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; N-(4-iodobenzyl)-N-valeryl-L-valine With sodium methylate; 5%-palladium/activated carbon; triphenylphosphine In methanol at 70℃; for 10h; Stage #2: With hydrogenchloride In water; ethyl acetate pH=3; Product distribution / selectivity; | 71.4% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 100 - 120℃; for 12h; Temperature; Solvent; Reagent/catalyst; | 88% |
B
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: sodium N-pentanoyl-N-[{2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl}methyl]-L-valinate With methanol Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Stage #3: With hydrogenchloride In water Product distribution / selectivity; | A n/a B 82% |
N-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)phenyl-4-yl-methyl]-N-pentanoyl-L-valinate
N-trityl-5-(2-bromophenyl)tetrazole
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: N-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)phenyl-4-yl-methyl]-N-pentanoyl-L-valinate; N-trityl-5-(2-bromophenyl)tetrazole With potassium phosphate; palladium diacetate; triphenylphosphine In tetrahydrofuran at 60℃; Stage #2: With methanol for 3h; Product distribution / selectivity; Heating / reflux; | 77% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With hydrogenchloride In water; ethyl acetate at 25 - 35℃; Large scale reaction; | 77% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: potassium N-pentanoyl-N-[{2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl}methyl]-L-valinate With methanol for 3h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water Stage #3: With hydrogenchloride In water at 20℃; for 1h; Product distribution / selectivity; | 73% |
Stage #1: potassium N-pentanoyl-N-[{2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl}methyl]-L-valinate With methanol for 3h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Stage #3: With hydrogenchloride In water Product distribution / selectivity; | 66% |
(S)-N-(1-benzyloxycarbonyl-2-methyl-prop-1-yl)-N-pentanoyl-N-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amine
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 65℃; for 2.5h; optical yield given as %ee; | 72.5% |
With hydrogen; 5%-palladium/activated carbon In methanol at 20℃; Product distribution / selectivity; | 70% |
With hydrogen; 5% palladium over charcoal In methanol at 20℃; Product distribution / selectivity; | 70% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 65℃; for 11h; | 70.7% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With hydrogenchloride; water pH=4.0 - 4.2; | 70% |
(S)-4-isopropyl-3-pentanoyl-2-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-yl]oxazolidin-5-one
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: (S)-4-isopropyl-3-pentanoyl-2-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-yl]oxazolidin-5-one With ammonium formate; 5%-palladium/activated carbon In ISOPROPYLAMIDE at 90℃; Stage #2: With sulfuric acid In tert-butyl methyl ether; ISOPROPYLAMIDE pH=2; | 70% |
With hydrogen; 5%-palladium/activated carbon In tetrahydrofuran at 60℃; under 3750.38 Torr; | 53% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: sodium N-pentanoyl-N-[{2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl}methyl]-L-valinate With methanol Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Stage #3: With hydrogenchloride In water Product distribution / selectivity; | 70% |
(S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; (S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid With sodium hydroxide; 5%-palladium/activated carbon; trisodium tris(3-sulfophenyl)phosphine In water at 70℃; for 2h; Stage #2: With acetic acid In water Product distribution / selectivity; | 68% |
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; (S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid With sodium hydroxide; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol; water for 12.0833h; Heating / reflux; Stage #2: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity; | 60.5% |
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; (S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid With sodium methylate; 5%-palladium/activated carbon; triphenylphosphine In methanol at 70℃; for 10h; Stage #2: With hydrogenchloride In water; ethyl acetate pH=3; Product distribution / selectivity; | 58% |
Stage #1: 2-(tetrazol-5'-yl)phenylboronic acid; (S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid With sodium methylate; triphenylphosphine; palladium dichloride In methanol at 70℃; for 5h; Stage #2: With hydrogenchloride In water; ethyl acetate pH=1 - 2; Product distribution / selectivity; | 55.6% |
N-[(2'-(1-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeroyl-(L)-valine benzyl ester
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: N-[(2'-(1-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeroyl-(L)-valine benzyl ester In methanol for 8h; Heating / reflux; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 40℃; under 760.051 Torr; for 16h; | 67% |
With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine In methanol under 2250.23 - 3750.38 Torr; for 6h; Autoclave; | 110 g |
With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine In methanol under 2250.23 - 3750.38 Torr; for 6h; Autoclave; | 110 g |
Multi-step reaction with 2 steps 1.1: methanol; oxalic acid / 1.5 h / 5 - 65 °C 1.2: pH 7.5 2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 8 - 10 h / 25 - 30 °C View Scheme |
methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate With sodium azide; zinc chloride bis(dimethylformamide) complex In N,N-dimethyl-formamide at 130 - 140℃; for 24h; Large scale; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 25 - 30℃; pH=1.5; Large scale; Stage #3: With water; sodium hydroxide In chloroform Large scale; | 66.5% |
Multi-step reaction with 2 steps 1.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 1.2: 55 percent / acetic acid / toluene; H2O 2.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Stage #1: methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate With sodium azide; tributyltin chloride In xylene at 25℃; Heating / reflux; Stage #2: With sodium hydroxide In water; xylene at 25 - 35℃; for 24 - 30h; Stage #3: With acetic acid In water pH=7; |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: N-(5-(phenyIthio)-1-oxo-pentyI)-N-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine With sodium hydroxide; sodium tetrahydroborate; nickel dichloride In methanol; water at 0 - 5℃; for 0.333333h; Stage #2: With acetic acid In water at 25 - 35℃; pH=5.3; Product distribution / selectivity; | 46.2% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 165.9 mg / aq. HCl / 2 h / 50 °C 2.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 2.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 3.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 4.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 4.2: 55 percent / acetic acid / toluene; H2O 5.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme |
N-[(2'-cyanobiphenyl-4-yl)-methyl]-(L)-valine methyl ester
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 2.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 2.2: 55 percent / acetic acid / toluene; H2O 3.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: 2,6-dimethylpyridine / toluene / 2 h / 5 - 30 °C 2.1: sodium azide / toluene / 50 h / Reflux 3.1: sodium hydroxide; water / toluene / 12 h / 20 - 30 °C 3.2: pH 1 - 2.5 View Scheme | |
Multi-step reaction with 3 steps 1: 2,6-dimethylpyridine / water; toluene / 2 h / 5 - 30 °C 2: sodium azide / toluene / 50 h / Reflux 3: sodium hydroxide; water / toluene / 12 h / 20 - 30 °C View Scheme |
C16H13O2N
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 167.9 mg / aq. HCl / 2 h / 50 °C 2.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 2.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 3.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 4.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 4.2: 55 percent / acetic acid / toluene; H2O 5.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme |
p-bromobenzaldehyde 1,3-dioxolane
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 2.1: 167.9 mg / aq. HCl / 2 h / 50 °C 3.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 3.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 4.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 5.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 5.2: 55 percent / acetic acid / toluene; H2O 6.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme |
2-cyanobenzoic acid
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 50 percent / basic copper(II) carbonate; potassium carbonate; triphenylphosphine / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 2.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 2.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 3.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 4.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 4.2: 55 percent / acetic acid / toluene; H2O 5.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 2.1: 167.9 mg / aq. HCl / 2 h / 50 °C 3.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 3.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 4.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 5.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 5.2: 55 percent / acetic acid / toluene; H2O 6.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 2.1: 165.9 mg / aq. HCl / 2 h / 50 °C 3.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 3.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 4.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 5.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 5.2: 55 percent / acetic acid / toluene; H2O 6.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme |
ammonium 2-(aminocarbonyl)benzoate
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 72 percent / acetic anhydride; pyridine 2.1: 50 percent / basic copper(II) carbonate; potassium carbonate; triphenylphosphine / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 3.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 3.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 4.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 5.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 5.2: 55 percent / acetic acid / toluene; H2O 6.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 72 percent / acetic anhydride; pyridine 2.1: copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 3.1: 167.9 mg / aq. HCl / 2 h / 50 °C 4.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 4.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 5.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 6.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 6.2: 55 percent / acetic acid / toluene; H2O 7.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 72 percent / acetic anhydride; pyridine 2.1: copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C 3.1: 165.9 mg / aq. HCl / 2 h / 50 °C 4.1: molecular sieves 3 Angstroem / tetrahydrofuran / 60 h / 20 °C 4.2: 90 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 24 h / 23 °C 5.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 6.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 6.2: 55 percent / acetic acid / toluene; H2O 7.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme |
n-valeryl chloride
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 98 percent / pyridine / CH2Cl2 / 2 h / 40 °C 2.1: sodium azide; tri-n-butyltin chloride; tetrabutylammonium bromide / toluene / 72 h / Heating 2.2: 55 percent / acetic acid / toluene; H2O 3.1: 99 percent / NaOH / diethyl ether; H2O / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium carbonate / dichloromethane / 5.5 h / 0 - 5 °C 2.1: sodium azide; zinc(II) chloride / diethylene glycol dimethyl ether / 26 h / 120 °C 3.1: sodium hydroxide / water / 4 h / 40 °C 3.2: pH 1.5 - 2 / Cooling; Acidic conditions View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium carbonate / dichloromethane / 5.5 h / 0 - 5 °C 2.1: sodium azide; zinc(II) chloride / diethylene glycol dimethyl ether / 24 h / 120 °C 3.1: sodium hydroxide / water / 4 h / 40 °C 3.2: pH 1.5 - 2 / Cooling; Acidic conditions View Scheme |
trityl chloride
triethylamine
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 5h; Product distribution / selectivity; | 100% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With tritium; η4-cycloocta-1,5-diene(1,3-dimesitylimidazoline-2-ylidene)(triphenylphosphine)iridium(I) tetrakis[(3,5-trifluoromethylphenyl)]borate; caesium carbonate In methanol at 20 - 50℃; for 3.25h; | 98.9% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With water; magnesium oxide In ethanol at 20 - 40℃; pH=4 - 7.5; | 95% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 15 - 35℃; for 1h; Solvent; Temperature; | 94.23% |
2-(N,N-dimethylamino)ethanol
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane for 1h; Reflux; | 93.1% |
2-(Diethylamino)ethanol
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane for 1h; Reflux; | 92.5% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
trisodium [3-((1S,3R)-1-biphenyl-4-yl-methyl-3-ethoxycarbonyl-1-butylcarbamoyl)propionate-(S)-3’-methyl-2’-(pentanoyl{2”-(tetrazol-5-ylate)biphenyl-4’-yl-methyl}amino)butyrate] hemipentahydrate
Conditions | Yield |
---|---|
Stage #1: N-(3-carboxyl-1-oxopropyl)-(4S)-(p-phenylphenyl-methyl)-4-amino-(2R)-methylbutanoic acid ethyl ester calcium salt With hydrogenchloride; water In Isopropyl acetate Stage #2: N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine With sodium hydroxide In n-heptane; water; acetone at 45℃; Temperature; | 91.9% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetone at 25 - 35℃; for 5h; | 91.66% |
With sodium carbonate In water; acetone for 3h; Reflux; | |
With sodium hydroxide In ethanol |
α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate monosodium salt
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In Isopropyl acetate; water; acetonitrile at 40 - 65℃; | 91% |
Stage #1: N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine With sodium hydroxide In methanol at 25 - 35℃; for 0.5h; Stage #2: α-ethyl (αR,γS)-γ-<(3-carboxy-1-oxopropyl)amino>-α-methyl<1,1'-biphenyl>-4-pentanoate monosodium salt In acetone at 25 - 35℃; for 0.166667h; Solvent; | 6.3 g |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In Isopropyl acetate; water; acetone at 25 - 55℃; for 4.5h; Solvent; Temperature; | 91% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
trisodium [3-((1S,3R)-1-biphenyl-4-yl-methyl-3-ethoxycarbonyl-1-butylcarbamoyl)propionate-(S)-3’-methyl-2’-(pentanoyl{2”-(tetrazol-5-ylate)biphenyl-4’-yl-methyl}amino)butyrate] hemipentahydrate
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetone at 25 - 35℃; for 1h; | 90.83% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With η4-cycloocta-1,5-diene(1,3-dimesitylimidazoline-2-ylidene)(triphenylphosphine)iridium(I) tetrakis[(3,5-trifluoromethylphenyl)]borate; water-d2; caesium carbonate In methanol at 50℃; for 6h; | 88% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With water; sodium hydroxide In acetone at 20℃; for 2h; | 87% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With water; sodium hydroxide In acetone for 2h; | 85.6% |
water
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With sodium hydroxide In Isopropyl acetate; acetone at 40 - 45℃; for 2h; | 85% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With water; sodium hydroxide In acetone for 2h; | 84.2% |
methanol
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 25℃; for 4.5h; | 83% |
With thionyl chloride at 4 - 20℃; for 3h; |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
With water; sodium hydroxide In acetone for 3.5h; | 82.2% |
N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine
Conditions | Yield |
---|---|
Stage #1: (2R,4S)-5-biphenyl-4-yl-4-(3-carboxypropionylamino)-2-methylpentanoic acid ethyl ester 1-(naphthalen-1-yl)ethan-1-amine salt; N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine In acetone at 10℃; Stage #2: With sodium hydroxide In water; acetone | 80% |
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