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223673-36-7

Basic Information
CAS No.: 223673-36-7
Name: (N-tert-Butoxycarbonyl-N-[(1'R)-hydroxy-1-phenyl)ethyl])-4-aMinophenylethylaMine
Article Data: 9
Molecular Structure:
Molecular Structure of 223673-36-7 ((N-tert-Butoxycarbonyl-N-[(1'R)-hydroxy-1-phenyl)ethyl])-4-aMinophenylethylaMine)
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
Synthetic route

((2R)-2-hydroxy-2-phenylethyl)-[2-(4-nitrophenyl)ethyl]carbamic acid tert-butyl ester

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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%
521284-19-5

(2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
611-71-2

(R)-Mandelic Acid

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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)-2-(4-nitrophenylethylamino)-1-phenylethan-1-ol hydrochloride

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
521284-21-9

(R)-2-[[2′-(4-nitrophenyl)ethyl]amino]-1-phenylethanol hydrochloride

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

391901-45-4

YM-208876

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;
13472-00-9

p-Aminophenethylamine

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / Heating
2: tetrahydrofuran / 0 °C
View Scheme
20780-53-4

(R)-Styrene oxide

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / Heating
2: tetrahydrofuran / 0 °C
View Scheme

((2R)-2-hydroxy-2-phenylethyl)-[2-(4-nitrophenyl)ethyl]carbamic acid tert-butyl ester

223673-36-7

(R)-(4-aminophenylethyl)(2-hydroxy-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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%
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