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CAS No.: | 518060-42-9 |
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Name: | (R)-3-(1-AMINOETHYL)PHENOL |
Article Data: | 7 |
Molecular Structure: | |
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 |
3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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% |
(R)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -78 - 20℃; |
(R)-1-(3-methoxyphenyl)ethylamine
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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; |
3-Hydroxyacetophenone
A
3-hydroxy-(S)-α-phenethylamine
B
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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; |
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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 |
3-Hydroxyacetophenone
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
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 |
A
3-hydroxy-(S)-α-phenethylamine
B
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
With sodium hydroxide In water Overall yield = 1.41 g; |
A
3-hydroxy-(S)-α-phenethylamine
B
(R)-1-(3-hydroxyphenyl)ethylamine
Conditions | Yield |
---|---|
With sodium hydroxide In water |
di-tert-butyl dicarbonate
(R)-1-(3-hydroxyphenyl)ethylamine
(R)-[1-(3-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
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; |