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518060-42-9

Basic Information
CAS No.: 518060-42-9
Name: (R)-3-(1-AMINOETHYL)PHENOL
Article Data: 7
Molecular Structure:
Molecular Structure of 518060-42-9 ((R)-3-(1-AMINOETHYL)PHENOL)
Formula: C8H11 N O
Molecular Weight: 137.181
Synonyms: 3[(1R)-1-AMINOETHYL] PHENOL;(R)-3-(1-AMINOETHYL)PHENOL;1-(R)-(3-METHOXYPHENOL)ETHYLAMINE;Phenol, 3-[(1R)-1-aminoethyl]- (9CI);Phenol, 3-[(1R)-1-aminoethyl]-
Density: 1.096±0.06 g/cm3(Predicted)
Boiling Point: 266.3±15.0 °C(Predicted)
PSA: 46.25000
LogP: 2.91420
Synthetic route
1372628-56-2

3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In acetic acid at 20℃; under 3102.97 Torr; for 48h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;89.7%

(R)-1-(3-tert-butoxyphenyl)ethylamine

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
Stage #1: (R)-1-(3-tert-butoxyphenyl)ethylamine With sulfuric acid; water at 85℃; for 3h; pH=1;
Stage #2: With sodium hydroxide; water pH=9.1;
73%
871728-33-5

(R)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 20℃;
88196-70-7

(R)-1-(3-methoxyphenyl)ethylamine

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 5 h / 20 °C
2: BBr3 / CH2Cl2 / -78 - 20 °C
View Scheme
Stage #1: (R)-1-(3-methoxyphenyl)ethylamine With boron tribromide In dichloromethane at -78℃;
Stage #2: With methanol In dichloromethane at 20℃;
With boron tribromide In dichloromethane for 48h; Inert atmosphere; Cooling with ice;
121-71-1

3-Hydroxyacetophenone

A

63720-38-7, 123982-81-0

3-hydroxy-(S)-α-phenethylamine

B

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
With glucose dehydrogenase; D-Glucose; L-alanin; Arthrobacter sp. CNB05-01 ω-transaminase; nicotiamide adenine dinucleotide; lactate dehydrogenase at 30℃; for 24h; pH=7; aq. phosphate buffer; Enzymatic reaction;

C16H17NO

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / ethanol; ethyl acetate / 3 h / 0 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / acetic acid / 48 h / 20 °C / 3102.97 Torr / Inert atmosphere
View Scheme
121-71-1

3-Hydroxyacetophenone

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: titanium(IV) isopropylate / ethyl acetate / 3 h / Inert atmosphere
2: sodium tetrahydroborate / ethanol; ethyl acetate / 3 h / 0 °C / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / acetic acid / 48 h / 20 °C / 3102.97 Torr / Inert atmosphere
View Scheme

C8H11NO*0.5C4H6O6

A

63720-38-7, 123982-81-0

3-hydroxy-(S)-α-phenethylamine

B

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
With sodium hydroxide In water Overall yield = 1.41 g;

C8H11NO*0.5C4H6O6

A

63720-38-7, 123982-81-0

3-hydroxy-(S)-α-phenethylamine

B

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

Conditions
ConditionsYield
With sodium hydroxide In water
24424-99-5

di-tert-butyl dicarbonate

518060-42-9

(R)-1-(3-hydroxyphenyl)ethylamine

266369-69-1

(R)-[1-(3-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In methanol at 0℃; for 6h; Inert atmosphere;81.7%
With triethylamine In dichloromethane at 20℃; for 0.5h;66%
With triethylamine In dichloromethane at 20℃; for 0.5h;
With triethylamine In dichloromethane for 1h;
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