DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
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inquiry3-[(1R)-3-[Bis(1-methylethyl)amino]-1-... CAS: 754159-68-7 Specificatio Welcome to contact us to get complete COA. Shanghai Lonwin Chem is a leading manufacturer and supplier of chemicals in China.We develop,produce and distribute high q
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inquiryZhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiry3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-(phenylmethoxy)benzoic acid cas 754159-68-7Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by
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inquiryHigh Quality Best Price Storage:Store in dry, dark and ventilated place Application:Chemical Synthesis Intermediate
(E)-3-phenylacrylic acid
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: sulfuric acid / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / Reflux 3.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h 3.2: 3 h / 10 °C 4.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 5.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 6.1: isopropyl alcohol / 15 h / 25 - 86 °C 7.1: sodium hydroxide / water 8.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 8.2: 1 h / -65 - -60 °C View Scheme |
R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine
carbon dioxide
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Stage #1: R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine With ethyl bromide; iodine; magnesium In tetrahydrofuran at 55℃; for 1h; Reflux; Stage #2: carbon dioxide In tetrahydrofuran at -65 - -60℃; for 1h; | |
Stage #1: R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine With ethyl bromide; iodine; magnesium In tetrahydrofuran at 60 - 65℃; for 2h; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran at -70 - -50℃; for 1h; |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 2.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 3.1: isopropyl alcohol / 15 h / 25 - 86 °C 4.1: sodium hydroxide / water 5.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 5.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: dmap; triethylamine / dichloromethane / 20 °C 2.1: potassium iodide / acetonitrile / 15 h / Reflux 3.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / Reflux 3.2: 1 h / -60 - -25 °C 3.3: 1 h / 0 - 20 °C 4.1: ammonia / ethyl acetate; water / pH 8 - 9 5.1: methanol / 50 - 65 °C 6.1: ammonia / water / pH 8 - 9 View Scheme | |
Multi-step reaction with 4 steps 1.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C 2.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 3.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 3.2: 1.5 h / -70 - -60 °C / Inert atmosphere 3.3: -10 - 25 °C 4.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 4.2: 10 - 15 °C View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: isopropyl alcohol / 15 h / 25 - 86 °C 2.1: sodium hydroxide / water 3.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 3.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / Reflux 1.2: 1 h / -60 - -25 °C 1.3: 1 h / 0 - 20 °C 2.1: ammonia / ethyl acetate; water / pH 8 - 9 3.1: methanol / 50 - 65 °C 4.1: ammonia / water / pH 8 - 9 View Scheme | |
Multi-step reaction with 2 steps 1.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 1.2: 1.5 h / -70 - -60 °C / Inert atmosphere 1.3: -10 - 25 °C 2.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 2.2: 10 - 15 °C View Scheme |
4-bromo-phenol
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: sulfuric acid / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / Reflux 3.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h 3.2: 3 h / 10 °C 4.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 5.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 6.1: isopropyl alcohol / 15 h / 25 - 86 °C 7.1: sodium hydroxide / water 8.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 8.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: sulfuric acid / 12 h / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / 25 - 30 °C 2.2: 5.5 h / 15 °C / Reflux 3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere 4.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C 5.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 6.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 6.2: 1.5 h / -70 - -60 °C / Inert atmosphere 6.3: -10 - 25 °C 7.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 7.2: 10 - 15 °C View Scheme |
6-bromo-4-phenyl-3,4-dihydro-2H-chromen-2-one
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: potassium carbonate; sodium iodide / acetone / Reflux 2.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h 2.2: 3 h / 10 °C 3.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 4.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 5.1: isopropyl alcohol / 15 h / 25 - 86 °C 6.1: sodium hydroxide / water 7.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 7.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium carbonate; sodium iodide / acetone / 25 - 30 °C 1.2: 5.5 h / 15 °C / Reflux 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere 3.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C 4.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 5.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 5.2: 1.5 h / -70 - -60 °C / Inert atmosphere 5.3: -10 - 25 °C 6.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 6.2: 10 - 15 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate / 60 - 65 °C 2.1: sodium hydroxide / water / 45 - 50 °C 3.1: ethanol / 5.83 h / 0 - 75 °C 4.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 6.1: toluene / 1 h / 0 - 35 °C 7.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 8.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 8.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate / 60 - 65 °C 2.1: sodium hydroxide / water / 45 - 50 °C 3.1: ethanol / 5.83 h / 0 - 75 °C 4.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 6.1: toluene / 1 h / 0 - 35 °C 7.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 8.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 8.2: 1 h / -70 - -50 °C View Scheme |
methyl 3-[2-(benzyloxy)-5-bromophenyl]-3-phenylpropanoate
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h 1.2: 3 h / 10 °C 2.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 3.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 4.1: isopropyl alcohol / 15 h / 25 - 86 °C 5.1: sodium hydroxide / water 6.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 6.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere 2.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C 3.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 4.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 4.2: 1.5 h / -70 - -60 °C / Inert atmosphere 4.3: -10 - 25 °C 5.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 5.2: 10 - 15 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: sodium hydroxide / water / 45 - 50 °C 2.1: ethanol / 5.83 h / 0 - 75 °C 3.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 4.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 5.1: toluene / 1 h / 0 - 35 °C 6.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 7.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 7.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: sodium hydroxide / water / 45 - 50 °C 2.1: ethanol / 5.83 h / 0 - 75 °C 3.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 4.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 5.1: toluene / 1 h / 0 - 35 °C 6.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 7.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 7.2: 1 h / -70 - -50 °C View Scheme |
(+/-)-toluene-4-sulphonic acid 3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl ester
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 2.1: isopropyl alcohol / 15 h / 25 - 86 °C 3.1: sodium hydroxide / water 4.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 4.2: 1 h / -65 - -60 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium iodide / acetonitrile / 15 h / Reflux 2.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / Reflux 2.2: 1 h / -60 - -25 °C 2.3: 1 h / 0 - 20 °C 3.1: ammonia / ethyl acetate; water / pH 8 - 9 4.1: methanol / 50 - 65 °C 5.1: ammonia / water / pH 8 - 9 View Scheme | |
Multi-step reaction with 3 steps 1.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 2.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 2.2: 1.5 h / -70 - -60 °C / Inert atmosphere 2.3: -10 - 25 °C 3.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 3.2: 10 - 15 °C View Scheme |
C20H18O8*C28H34BrNO
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water 2.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 2.2: 1 h / -65 - -60 °C View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ammonia / ethyl acetate; water / pH 8 - 9 2: methanol / 50 - 65 °C 3: ammonia / water / pH 8 - 9 View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol / 50 - 65 °C 2: ammonia / water / pH 8 - 9 View Scheme | |
Stage #1: (+)-N,N-Diisopropyl-3-(2-benzyloxy-5-carboxyphenyl)-3-phenylpropylamine With D-tartaric acid In isopropyl alcohol at 30 - 35℃; for 16h; Stage #2: With water; sodium hydroxide In dichloromethane at 10 - 15℃; |
(-)-N,N-diisopropyl-3-(2-benzyloxy-5-carboxyphenyl)-3-phenylpropylamine (-)-di-p-toluoyl-L-tartaric acid
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
With ammonia In water pH=8 - 9; |
(+)-N,N-diisopropyl-3-(2-benzyloxy-5-carboxyphenyl)-3-phenylpropylamine
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide / dimethyl sulfoxide / 5.5 h / 110 - 120 °C 2: methanol / 50 - 65 °C 3: ammonia / water / pH 8 - 9 View Scheme |
Cinnamic acid
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: sulfuric acid / 12 h / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / 25 - 30 °C 2.2: 5.5 h / 15 °C / Reflux 3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere 4.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C 5.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere 6.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 4 h / 50 - 55 °C / Inert atmosphere 6.2: 1.5 h / -70 - -60 °C / Inert atmosphere 6.3: -10 - 25 °C 7.1: D-tartaric acid / isopropyl alcohol / 16 h / 30 - 35 °C 7.2: 10 - 15 °C View Scheme |
R-(-)3-(2-benzyloxy-5-bromophenyl)-3-phenylpropionic acid
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 2.1: toluene / 1 h / 0 - 35 °C 3.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 4.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 4.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 2.1: toluene / 1 h / 0 - 35 °C 3.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 4.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 4.2: 1 h / -70 - -50 °C View Scheme |
(3R)-3-[2-(benzyloxy)-5-bromophenyl]-3-phenylpropanoyl chloride
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene / 1 h / 0 - 35 °C 2.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 3.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: toluene / 1 h / 0 - 35 °C 2.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 3.2: 1 h / -70 - -50 °C View Scheme |
R-(-)-N,N-diisopropyl-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropionamide
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 2.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 2.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 2.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 2.2: 1 h / -70 - -50 °C View Scheme |
benzyl chloride
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: potassium carbonate / 60 - 65 °C 2.1: sodium hydroxide / water / 45 - 50 °C 3.1: ethanol / 5.83 h / 0 - 75 °C 4.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 6.1: toluene / 1 h / 0 - 35 °C 7.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 8.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 8.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate / 60 - 65 °C 2.1: sodium hydroxide / water / 45 - 50 °C 3.1: ethanol / 5.83 h / 0 - 75 °C 4.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 6.1: toluene / 1 h / 0 - 35 °C 7.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 8.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 8.2: 1 h / -70 - -50 °C View Scheme |
(+/-)-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropionic acid
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: ethanol / 5.83 h / 0 - 75 °C 2.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 4.1: toluene / 1 h / 0 - 35 °C 5.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 6.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 6.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: ethanol / 5.83 h / 0 - 75 °C 2.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 4.1: toluene / 1 h / 0 - 35 °C 5.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 6.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 6.2: 1 h / -70 - -50 °C View Scheme |
R-(-)-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropionic acid (1S,2R)-ephedrine salt
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 3.1: toluene / 1 h / 0 - 35 °C 4.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 5.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 5.2: 1 h / -70 - -50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 3.1: toluene / 1 h / 0 - 35 °C 4.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 5.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere 5.2: 1 h / -70 - -50 °C View Scheme |
methanol
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
methyl 4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoate
Conditions | Yield |
---|---|
With sulfuric acid at 20℃; Product distribution / selectivity; Reflux; | |
With thionyl chloride at 0 - 65℃; | 64 g |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid / 20 °C / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 3: hydrogen / Raney nickel / methanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 30 - 55 °C 1.2: 0.33 h / 0 - 5 °C 2.1: hydrogen / Raney nickel / methanol / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: thionyl chloride / 0 - 65 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 3: hydrogen; palladium 10% on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / Autoclave View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
fesoterodine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sulfuric acid / 20 °C / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 3: hydrogen / Raney nickel / methanol / 20 °C 4: triethylamine / acetonitrile / -10 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 30 - 55 °C 1.2: 0.33 h / 0 - 5 °C 2.1: hydrogen / Raney nickel / methanol / 20 °C 3.1: triethylamine / acetonitrile / -10 °C View Scheme | |
Multi-step reaction with 4 steps 1: thionyl chloride / 0 - 65 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 3: hydrogen; palladium 10% on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / Autoclave 4: sodium hydrogencarbonate / dichloromethane / 3 h / -2 - 3 °C View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
{4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]phenyl}methanol
Conditions | Yield |
---|---|
Stage #1: 4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 30 - 55℃; Stage #2: With water; sodium hydroxide In toluene at 0 - 5℃; for 0.333333h; | |
Multi-step reaction with 2 steps 1: sulfuric acid / 20 °C / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sulfuric acid / 20 °C / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 3: hydrogen / Raney nickel / methanol / 20 °C 4: triethylamine / acetonitrile / -10 °C 5: butanone / -5 °C / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 30 - 55 °C 1.2: 0.33 h / 0 - 5 °C 2.1: hydrogen / Raney nickel / methanol / 20 °C 3.1: triethylamine / acetonitrile / -10 °C 4.1: butanone / -5 °C / Heating View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Tolterodine acid
Conditions | Yield |
---|---|
With hydrogen; 5%-palladium/activated carbon In methanol at 25 - 30℃; under 2206.72 - 2942.29 Torr; for 8h; autoclave; |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr / autoclave 2.1: chloroform / 0.75 h / -45 - -35 °C 3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 6 h / 25 - 30 °C / 2206.72 - 2942.29 Torr / autoclave 3.2: 1 h / 0 - 5 °C 3.3: 7.5 h / 0 - 30 °C View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
(R)-3-(3-(diisopropylamino)-1-phenylpropyl)-4-(methacryloyloxy)benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr / autoclave 2: chloroform / 0.75 h / -45 - -35 °C View Scheme |
4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: thionyl chloride / 0 - 65 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 3: hydrogen; palladium 10% on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / Autoclave 4: sodium hydrogencarbonate / dichloromethane / 3 h / -2 - 3 °C 5: butanone; cyclohexane / 20 - 36 °C View Scheme |
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