Purity: 99% Excellent quality with competitive price Fast delivery Appearance:white crystallline powder Storage:Store in cool dry place Package:25 kg/drum Application:Used as API Port:Shanghai, Nanjing
Cas:138402-11-6
Min.Order:1 Metric Ton
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Type:Manufacturers
inquiryProName:Irbesartan, AVAPRO, APROVEL, 138402-11... CasNo:138402-11-6 Molecular Formula:C25H28N6O Appearance:white crystallline powder Application:Used as API DeliveryTime:Within a month PackAge:25 kg/drum Port:Shanghai, Nanjing ProductionCap
We are very compeitive on irbesartan.Our mfr is GMP certified for this item with CEP document. For the treatment of hypertension, as well as diabetic nephropathy with an elevated serum creatinine and proteinuria (>300 mg/day) in patients with ty
Cas:138402-11-6
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
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Cas:138402-11-6
Min.Order:1 Kilogram
FOB Price: $10.0 / 100.0
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Cas:138402-11-6
Min.Order:1 Gram
Negotiable
Type:Manufacturers
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
Cas:138402-11-6
Min.Order:1 Metric Ton
FOB Price: $1.0 / 3.0
Type:Manufacturers
inquiryUnique advantages for Irbesartan Cas 138402-11-6 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:-20°C Freezer Package:25kg/drum
Cas:138402-11-6
Min.Order:25 Kilogram
FOB Price: $110.0 / 120.0
Type:Trading Company
inquiryThe 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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Cas:138402-11-6
Min.Order:1 Gram
FOB Price: $0.1
Type:Manufacturers
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High quality Irbesartan 99% with lower price: 1,In No Less ten years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service
Cas:138402-11-6
Min.Order:1 Kilogram
Negotiable
Type:Manufacturers
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Cas:138402-11-6
Min.Order:1 Kilogram
FOB Price: $3.0
Type:Lab/Research institutions
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Cas:138402-11-6
Min.Order:5 Kiloliter
FOB Price: $1.2 / 5.0
Type:Manufacturers
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Min.Order:1 Kilogram
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Type:Lab/Research institutions
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Cas:138402-11-6
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inquiryIrbesartan Basic information Antihypertensives Telmisartan Usage and Dosage Drug interaction Overdose Adverse reactions Chemical property Application Production Method Product Name: Irbesart
Cas:138402-11-6
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
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
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Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
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Cas:138402-11-6
Min.Order:1 Kilogram
FOB Price: $7.0 / 10.0
Type:Trading Company
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Cas:138402-11-6
Min.Order:10 Gram
Negotiable
Type:Other
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Min.Order:1 Kilogram
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Min.Order:1 Kilogram
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Type:Lab/Research institutions
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Min.Order:10 Gram
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Type:Trading Company
inquiryName Irbesartan Appearance White crystalline powder Cas 138402-11-6 MF C25H28N6O Mol. mass 428.5294 Grade
Cas:138402-11-6
Min.Order:1 Milligram
Negotiable
Type:Other
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/ Refer to COA Storage:Refer to COA
Cas:138402-11-6
Min.Order:0 Metric Ton
Negotiable
Type:Trading Company
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Min.Order:1 Kilogram
FOB Price: $287.0 / 314.3
Type:Trading Company
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Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
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Type:Trading Company
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2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 25 - 55℃; for 3.5h; | 100% |
In water; isopropyl alcohol at 55℃; for 6h; | 96% |
With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 55℃; for 3.5h; Time; | 0.091 g |
trityl irbesartan
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: trityl irbesartan With hydrogenchloride In water; acetone at 35 - 45℃; for 1.5 - 2h; Stage #2: In water; acetone at 15℃; pH=11 - 13; Alkaline aqueous solution; | 98.75% |
With sulfuric acid In water; acetone at 35 - 40℃; for 7h; | 93% |
With sodium hydroxide In methanol at 20℃; | 87% |
4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With sodium azide; tributyltin chloride In o-xylene Heating; | 95% |
With sodium azide; triethylamine hydrochloride In toluene at 100℃; for 24h; Solvent; Temperature; Large scale; | 90% |
With trimethylsilylazide; tetrabutyl ammonium fluoride In water; N,N-dimethyl-formamide at 120℃; for 36h; | 89% |
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole; 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride With sodium hydroxide; tetrabutylammomium bromide In water; toluene at 85℃; for 2h; Stage #2: With hydrogenchloride; water In acetone at 20℃; Stage #3: With potassium hydroxide In water; acetone Product distribution / selectivity; | 92% |
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 90℃; for 1.5h; Heating / reflux; | 84.3% |
Stage #1: N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole; 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 90℃; for 1.5h; Stage #2: With hydrogenchloride; water In acetone at 20℃; Stage #3: With potassium hydroxide In water; acetone Product distribution / selectivity; | 84% |
Stage #1: N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole; 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride With tetrabutylammomium bromide; potassium carbonate In ethyl acetate at 25 - 80℃; for 10h; Stage #2: With hydrogenchloride In methanol at 0 - 30℃; for 3.5h; Stage #3: With sodium hydroxide In water; toluene at 0 - 30℃; for 0.5h; pH=12; |
trityl irbesartan
A
methoxytriphenylmethane
B
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: trityl irbesartan With hydroxylamine hydrochloride In methanol; water; acetone at 20℃; for 2h; Stage #2: With sodium hydroxide In methanol; water; acetone at 20 - 25℃; pH=3.8 - 12.5; | A n/a B 91% |
Stage #1: trityl irbesartan With hydroxylamine hydrochloride In methanol; water; isopropyl alcohol; acetone at 20℃; for 2h; Stage #2: With sodium hydroxide In methanol; water; acetone at 20 - 25℃; pH=12.0 - 12.5; | A n/a B 89% |
1-pentanoylamino-cyclopentanecarboxylic acid (2'-cyano-biphenyl-4-ylmethyl)-amide
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: 1-pentanoylamino-cyclopentanecarboxylic acid (2'-cyano-biphenyl-4-ylmethyl)-amide With sodium azide; tributyltin chloride; N,N-dimethyl-formamide In o-xylene at 15 - 155℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; o-xylene; water at 20℃; for 1h; Product distribution / selectivity; | 90% |
With sodium azide; tributyltin chloride; N,N-dimethyl-formamide In o-xylene at 150 - 155℃; for 20h; | 71% |
Multi-step reaction with 2 steps 1: 81 percent / trifluoro acetic acid / toluene / Heating 2: 95 percent / tributyl tin chloride; sodium azide / o-xylene / Heating View Scheme |
4-[(α-N-pentanoylamino)cyclopentamidomethyl]-2'-carboxamidobiphenyl
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: 4-[(α-N-pentanoylamino)cyclopentamidomethyl]-2'-carboxamidobiphenyl With sodium azide; tributyltin chloride; N,N-dimethyl-formamide In o-xylene at 15 - 155℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; o-xylene; water at 20 - 25℃; for 1.5h; Product distribution / selectivity; | 88.5% |
With sodium azide; tributyltin chloride; N,N-dimethyl-formamide for 50h; | 65% |
Multi-step reaction with 2 steps 1: 65 percent / trifluoroacetic acid / o-xylene / 17 h / Heating 2: 80 percent / sodium azide; tributyltin chloride; DMF / o-xylene / 40 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 1.2: 0.17 h / 25 - 30 °C / pH 9 2.1: sodium azide; tributyltin chloride / o-xylene / 25 °C / Heating / reflux 2.2: 2.25 h / 20 - 25 °C 2.3: 2 h / 20 - 25 °C / pH 4.5 - 4.8 View Scheme | |
Multi-step reaction with 3 steps 1.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 1.2: 0.17 h / 25 - 30 °C / pH 9 2.1: pyridine; p-toluenesulfonyl chloride / 1 h / 70 - 75 °C 3.1: sodium azide; tributyltin chloride / o-xylene / 60 h / 25 - 137 °C 3.2: 1 h / 10 - 15 °C / pH 11.5 - 12 3.3: 10 - 30 °C / pH 4.6 - 4.8 View Scheme |
3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one
2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) In methanol for 10h; Suzuki coupling; Heating; | 84% |
Stage #1: 3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one; 2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 25 - 85℃; for 0.5h; Stage #2: With hydrogenchloride In water; 4-methyl-2-pentanone Product distribution / selectivity; | 22% |
3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-2-thiophen-2-yl-1,3-diaza-spiro[4.4]non-1-en-4-one
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With hydrogen; Raney nickel In methanol at 20℃; | 84% |
1-[(2'-carboxamidobiphenyl-4-yl)methyl]-2-n-butyl-4-spirocyclopentane-2-imidazolin-5-one
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With sodium azide; tributyltin chloride; N,N-dimethyl-formamide In o-xylene at 150 - 155℃; for 40h; | 80% |
Stage #1: 1-[(2'-carboxamidobiphenyl-4-yl)methyl]-2-n-butyl-4-spirocyclopentane-2-imidazolin-5-one With sodium azide; tributyltin chloride In o-xylene at 25℃; Heating / reflux; Stage #2: With hydrogenchloride In dichloromethane; o-xylene; water at 20 - 25℃; for 2.25h; Stage #3: With ammonia In dichloromethane; o-xylene; water at 20 - 25℃; for 2h; pH=4.5 - 4.8; Product distribution / selectivity; | 77% |
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride With potassium carbonate; tetrabutylammomium bromide In water at 25 - 60℃; Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In water at 55 - 60℃; Stage #3: With sodium azide; triethylamine hydrochloride In toluene at 25 - 105℃; Product distribution / selectivity; | 79% |
methanol
trityl irbesartan
A
methoxytriphenylmethane
B
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
for 10h; Heating / reflux; | A 73% B 71% |
2-butyl-3-oxa-1-aza-spiro[4.4]non-1-en-4-one
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With methanesulfonic acid In 1-methyl-pyrrolidin-2-one at 160℃; under 150.015 Torr; for 2.5h; Product distribution / selectivity; | 70.5% |
In 1-methyl-pyrrolidin-2-one at 140℃; under 150.015 Torr; for 5h; Product distribution / selectivity; | 60.4% |
2-n-butyl-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one hydrobromide
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
In ethanol; dichloromethane; water Product distribution / selectivity; Heating / reflux; |
2-butyl-3-{2'-[2-(1-methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-biphenyl-4-ylmethyl}-1,3-diaza-spiro[4.4]non-1-en-4-one
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Stage #1: 2-butyl-3-{2'-[2-(1-methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-biphenyl-4-ylmethyl}-1,3-diaza-spiro[4.4]non-1-en-4-one With hydrogenchloride; water In toluene at 15 - 20℃; for 4h; Stage #2: With sodium acetate In water |
1-cyano-1-n-pentanoylaminocyclopentane
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 654 g / aq. hydrochloric acid / 2 h / 55 - 60 °C 2: 93 percent / dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 7 h / 38 - 41 °C 3: 71 percent / sodium azide; tributyltin chloride; N,N-dimethylformamide / o-xylene / 20 h / 150 - 155 °C View Scheme |
N-pentanoylaminocyclopentane-1-carboxylic acid
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 7 h / 38 - 41 °C 2: 71 percent / sodium azide; tributyltin chloride; N,N-dimethylformamide / o-xylene / 20 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 3 steps 1: 90 percent / dicyclohexylcarbodiimide; N-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 4.5 h / Heating 2: 65 percent / trifluoroacetic acid / o-xylene / 17 h / Heating 3: 80 percent / sodium azide; tributyltin chloride; DMF / o-xylene / 40 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 2 steps 1: 90 percent / dicyclohexylcarbodiimide; N-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 4.5 h / Heating 2: 65 percent / sodium azide; tributyltin chloride; DMF / 50 h View Scheme |
n-valeryl chloride
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / CH2Cl2 / 2.67 h / 0 - 5 °C 2: 654 g / aq. hydrochloric acid / 2 h / 55 - 60 °C 3: 93 percent / dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 7 h / 38 - 41 °C 4: 71 percent / sodium azide; tributyltin chloride; N,N-dimethylformamide / o-xylene / 20 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 4 steps 1: 82 percent / sodium hydroxide / H2O; toluene / 2 h / 0 - 10 °C 2: 96 percent / 1-hydroxybenzotriazole; dicyclohexyl carbodiimide / CH2Cl2 / 25 - 35 °C 3: 81 percent / trifluoro acetic acid / toluene / Heating 4: 95 percent / tributyl tin chloride; sodium azide / o-xylene / Heating View Scheme |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / CH2Cl2 / 2.67 h / 0 - 5 °C 2: 654 g / aq. hydrochloric acid / 2 h / 55 - 60 °C 3: 93 percent / dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 7 h / 38 - 41 °C 4: 71 percent / sodium azide; tributyltin chloride; N,N-dimethylformamide / o-xylene / 20 h / 150 - 155 °C View Scheme |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / dicyclohexylcarbodiimide; N-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 4.5 h / Heating 2: 65 percent / trifluoroacetic acid / o-xylene / 17 h / Heating 3: 80 percent / sodium azide; tributyltin chloride; DMF / o-xylene / 40 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 2 steps 1: 90 percent / dicyclohexylcarbodiimide; N-hydroxybenzotriazole; diisopropylethylamine / CH2Cl2 / 4.5 h / Heating 2: 65 percent / sodium azide; tributyltin chloride; DMF / 50 h View Scheme | |
Multi-step reaction with 2 steps 1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 2.1: sodium azide; tributyltin chloride; N,N-dimethyl-formamide / o-xylene / 1 h / 15 - 155 °C 2.2: 1.5 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 2.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 2.2: 0.17 h / 25 - 30 °C / pH 9 3.1: sodium azide; tributyltin chloride / o-xylene / 25 °C / Heating / reflux 3.2: 2.25 h / 20 - 25 °C 3.3: 2 h / 20 - 25 °C / pH 4.5 - 4.8 View Scheme | |
Multi-step reaction with 4 steps 1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 2.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 2.2: 0.17 h / 25 - 30 °C / pH 9 3.1: pyridine; p-toluenesulfonyl chloride / 1 h / 70 - 75 °C 4.1: sodium azide; tributyltin chloride / o-xylene / 60 h / 25 - 137 °C 4.2: 1 h / 10 - 15 °C / pH 11.5 - 12 4.3: 10 - 30 °C / pH 4.6 - 4.8 View Scheme |
[(2'-cyanobiphenyl-4-yl)methyl]amine
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / 1-hydroxybenzotriazole; dicyclohexyl carbodiimide / CH2Cl2 / 25 - 35 °C 2: 81 percent / trifluoro acetic acid / toluene / Heating 3: 95 percent / tributyl tin chloride; sodium azide / o-xylene / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: triphenyl phosphate / pyridine / 0.17 h / 150 °C / microwave irradiation 1.2: 75 percent / pyridine / 0.17 h / 250 °C / 7500.6 Torr / microwave irradiation 2.1: 73 percent / tri-n-butyltin chloride; sodium azide; tetrabutylammonium bromide / dimethylformamide / 1 h / 220 °C / 6000.48 Torr / microwave irradiation View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium hydroxide; tert-butyl alcohol / 70 - 75 °C 1.2: 1 h / 2 - 5 °C / pH 1.2 - 1.4 2.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 3.1: sodium azide; tributyltin chloride; N,N-dimethyl-formamide / o-xylene / 1 h / 15 - 155 °C 3.2: 1.5 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium hydroxide; tert-butyl alcohol / 70 - 75 °C 1.2: 1 h / 2 - 5 °C / pH 1.2 - 1.4 2.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 3.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 3.2: 0.17 h / 25 - 30 °C / pH 9 4.1: sodium azide; tributyltin chloride / o-xylene / 25 °C / Heating / reflux 4.2: 2.25 h / 20 - 25 °C 4.3: 2 h / 20 - 25 °C / pH 4.5 - 4.8 View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium hydroxide; tert-butyl alcohol / 70 - 75 °C 1.2: 1 h / 2 - 5 °C / pH 1.2 - 1.4 2.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide / dichloromethane / 6 h / 25 - 33 °C 3.1: trifluoroacetic acid / o-xylene / 15 h / 25 - 140 °C 3.2: 0.17 h / 25 - 30 °C / pH 9 4.1: pyridine; p-toluenesulfonyl chloride / 1 h / 70 - 75 °C 5.1: sodium azide; tributyltin chloride / o-xylene / 60 h / 25 - 137 °C 5.2: 1 h / 10 - 15 °C / pH 11.5 - 12 5.3: 10 - 30 °C / pH 4.6 - 4.8 View Scheme |
1-amino-1-cyclopentanecarboxylic acid
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 82 percent / sodium hydroxide / H2O; toluene / 2 h / 0 - 10 °C 2: 96 percent / 1-hydroxybenzotriazole; dicyclohexyl carbodiimide / CH2Cl2 / 25 - 35 °C 3: 81 percent / trifluoro acetic acid / toluene / Heating 4: 95 percent / tributyl tin chloride; sodium azide / o-xylene / Heating View Scheme |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / triphenyl phosphate / pyridine / 0.17 h / 250 °C / 11250.9 Torr 2: 73 percent / tri-n-butyltin chloride; sodium azide; tetrabutylammonium bromide / dimethylformamide / 1 h / 220 °C / 6000.48 Torr / microwave irradiation View Scheme |
cycloleucine methyl ester hydrochloride
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / triphenyl phosphate / pyridine / 0.17 h / 250 °C / 11250.9 Torr 2: 73 percent / tri-n-butyltin chloride; sodium azide; tetrabutylammonium bromide / dimethylformamide / 1 h / 220 °C / 6000.48 Torr / microwave irradiation View Scheme | |
Multi-step reaction with 2 steps 1.1: triphenyl phosphate / pyridine / 0.17 h / 150 °C / microwave irradiation 1.2: 75 percent / pyridine / 0.17 h / 250 °C / 7500.6 Torr / microwave irradiation 2.1: 73 percent / tri-n-butyltin chloride; sodium azide; tetrabutylammonium bromide / dimethylformamide / 1 h / 220 °C / 6000.48 Torr / microwave irradiation View Scheme |
valeric acid
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triphenyl phosphate / pyridine / 0.17 h / 150 °C / microwave irradiation 1.2: 75 percent / pyridine / 0.17 h / 250 °C / 7500.6 Torr / microwave irradiation 2.1: 73 percent / tri-n-butyltin chloride; sodium azide; tetrabutylammonium bromide / dimethylformamide / 1 h / 220 °C / 6000.48 Torr / microwave irradiation View Scheme |
1-bromomethyl-4-bromobenzene
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94.6 percent / K2CO3 / dimethylformamide / 8 h / 25 - 35 °C 2: 84 percent / potassium hydroxide; Pd(PPh3)4 / methanol / 10 h / Heating View Scheme |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94.6 percent / K2CO3 / dimethylformamide / 8 h / 25 - 35 °C 2: 84 percent / potassium hydroxide; Pd(PPh3)4 / methanol / 10 h / Heating View Scheme |
ethyl 1-aminocyclopentanecarboxylate
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / AcOH / xylene / 6.5 h / Heating 2: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 1 h 3: 68 percent / Bu3SnN3 / xylene / 88 h / Heating View Scheme |
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 1 h 2: 68 percent / Bu3SnN3 / xylene / 88 h / Heating View Scheme |
potassium hydroxide
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
In ipa at 50℃; for 1.58333h; Heating / reflux; | 89% |
In ipa at 50℃; for 1.5h; Heating / reflux; | 51.4% |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol pH=6; | 85% |
sodium hydroxide
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
In ipa at 60℃; for 2.5h; Heating / reflux; | 66% |
In water Product distribution / selectivity; |
(3R,4S,5S,6S)-2-bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With silver carbonate In toluene at 100℃; for 18h; protection from light; | A 30% B 59% |
methanol
water
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
In methanol; water; acetonitrile mixing CH3CN soln. of silver compd., water and methanolic soln. of tetrazole deriv., keeping at room temp. in dark with slow evapn.; isolation of crystals, elem. anal.; | 56% |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
methyl iodide
Conditions | Yield |
---|---|
With sodium hydride 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 4 h; Yield given. Multistep reaction. Yields of byproduct given; |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl
Conditions | Yield |
---|---|
In phosphate buffer at 37℃; pH=7.40; Kinetics; Further Variations:; Solvents; Temperatures; pH-values; |
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one
Conditions | Yield |
---|---|
With potassium iodate; potassium iodide In water; dimethyl sulfoxide at 30℃; Kinetics; Further Variations:; Temperatures; concentrations of reagents; |
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