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CAS No.: | 223673-36-7 |
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Name: | (N-tert-Butoxycarbonyl-N-[(1'R)-hydroxy-1-phenyl)ethyl])-4-aMinophenylethylaMine |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C21H28N2O3 |
Molecular Weight: | 356.465 |
Synonyms: | (N-tert-Butoxycarbonyl-N-[(1'R)-hydroxy-1-phenyl)ethyl])-4-aMinophenylethylaMine;[2-(4-AMinophenyl)ethyl][(2R)-2-hydroxy-2-phenylethyl]carbaMic Acid 1,1-DiMethylethyl Ester |
EINECS: | 1592732-453-0 |
Density: | 1.150 |
PSA: | 75.79000 |
LogP: | 4.36320 |
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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With palladium 10% on activated carbon; hydrogen In ethanol for 2h; | 95% |
With iron; ammonium chloride In tetrahydrofuran; ethanol; water at 75℃; for 4h; | 93% |
With iron; ammonium chloride In tetrahydrofuran; ethanol; water at 75℃; for 4h; | 93% |
(2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 3 steps 1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 2: triethylamine / tetrahydrofuran / 1 h / 20 °C 3: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1: boron trifluoride diethyl etherate; sodium tetrahydroborate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 2: triethylamine / tetrahydrofuran / 1 h / 20 °C 3: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0.05 - 24 h / 70 °C / Cooling with ice 2: triethylamine / tetrahydrofuran / 1 h / 20 °C 3: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 2: triethylamine / tetrahydrofuran / 1 h / 20 °C 3: ammonium chloride; iron / water; tetrahydrofuran; ethanol / 4 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate / tetrahydrofuran / 25 °C 1.2: 11 h / 0 - 20 °C / Reflux 1.3: 20 - 25 °C 2.1: ammonia / water; dichloromethane / 0.17 h / pH 9 - 10 2.2: 16 h / 25 - 30 °C 3.1: hydrogen / methanol / 4.5 h / 25 - 30 °C / 3750.38 - 6000.6 Torr / Autoclave View Scheme |
(R)-Mandelic Acid
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 4 steps 1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C 2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 3: triethylamine / tetrahydrofuran / 1 h / 20 °C 4: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C 2: boron trifluoride diethyl etherate; sodium tetrahydroborate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 3: triethylamine / tetrahydrofuran / 1 h / 20 °C 4: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C 2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0.05 - 24 h / 70 °C / Cooling with ice 3: triethylamine / tetrahydrofuran / 1 h / 20 °C 4: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C 2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 3: triethylamine / tetrahydrofuran / 1 h / 20 °C 4: ammonium chloride; iron / water; tetrahydrofuran; ethanol / 4 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: Trimethyl borate; N-ethyl-N,N-diisopropylamine / acetonitrile / 8 h / Reflux 2.1: sodium tetrahydroborate / tetrahydrofuran / 25 °C 2.2: 11 h / 0 - 20 °C / Reflux 2.3: 20 - 25 °C 3.1: ammonia / water; dichloromethane / 0.17 h / pH 9 - 10 3.2: 16 h / 25 - 30 °C 4.1: hydrogen / methanol / 4.5 h / 25 - 30 °C / 3750.38 - 6000.6 Torr / Autoclave View Scheme |
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 1 h / 20 °C 2: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 1 h / 20 °C 2: ammonium chloride; iron / tetrahydrofuran; ethanol; water / 4 h / 75 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 1 h / 20 °C 2: ammonium chloride; iron / water; tetrahydrofuran; ethanol / 4 h / 75 °C View Scheme |
2-(4-nitrophenyl)ethylamine monohydrochloride
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C 2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 70 °C / Cooling with ice 3: triethylamine / tetrahydrofuran / 1 h / 20 °C 4: ammonium chloride; iron / water; tetrahydrofuran; ethanol / 4 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: Trimethyl borate; N-ethyl-N,N-diisopropylamine / acetonitrile / 8 h / Reflux 2.1: sodium tetrahydroborate / tetrahydrofuran / 25 °C 2.2: 11 h / 0 - 20 °C / Reflux 2.3: 20 - 25 °C 3.1: ammonia / water; dichloromethane / 0.17 h / pH 9 - 10 3.2: 16 h / 25 - 30 °C 4.1: hydrogen / methanol / 4.5 h / 25 - 30 °C / 3750.38 - 6000.6 Torr / Autoclave View Scheme |
(R)-2-[[2′-(4-nitrophenyl)ethyl]amino]-1-phenylethanol hydrochloride
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: ammonia / water; dichloromethane / 0.17 h / pH 9 - 10 1.2: 16 h / 25 - 30 °C 2.1: hydrogen / methanol / 4.5 h / 25 - 30 °C / 3750.38 - 6000.6 Torr / Autoclave View Scheme |
di-tert-butyl dicarbonate
YM-208876
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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In tetrahydrofuran at 0℃; |
p-Aminophenethylamine
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps 1: methanol / Heating 2: tetrahydrofuran / 0 °C View Scheme |
(R)-Styrene oxide
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps 1: methanol / Heating 2: tetrahydrofuran / 0 °C View Scheme |
(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol for 2h; | 95% |
With iron; ammonium chloride In tetrahydrofuran; ethanol; water at 75℃; for 4h; | 93% |
With iron; ammonium chloride In tetrahydrofuran; ethanol; water at 75℃; for 4h; | 93% |