2-aminoacetophenone hydrochloride
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogen; triethylamine; (2S,4S)-BCPM-rhodium In methanol at 50℃; under 15200 Torr; for 20h; | 100% |
Multi-step reaction with 4 steps 1: pyridine / 10 h / Ambient temperature 2: 88 percent / NaBH4 / ethanol / 6 h / 0 °C 3: 42 percent / 4 Angstroem sieves / hexane; tetrahydrofuran / 240 h / 25 °C / lipase from Pseudomonas cepacia 4: 10percent aq. HCl / methanol View Scheme | |
Multi-step reaction with 4 steps 1: pyridine / 10 h / Ambient temperature 2: 84 percent / NaBH4 / ethanol / 6 h / 0 °C 3: 43 percent / 4 Angstroem sieves / diisopropyl ether / 36 h / 25 °C / lipase from Pseudomonas cepacia 4: 10percent aq. HCl / methanol View Scheme | |
Multi-step reaction with 4 steps 1: pyridine / 10 h / Ambient temperature 2: 90 percent / NaBH4 / ethanol / 6 h / 0 °C 3: 4 Angstroem sieves / hexane; tetrahydrofuran / 120 h / 25 °C / lipase from Pseudomonas cepacia 4: 10percent aq. HCl / methanol View Scheme | |
Multi-step reaction with 4 steps 1: pyridine / 10 h / Ambient temperature 2: 93 percent / NaBH4 / ethanol / 6 h / 0 °C 3: 39 percent / 4 Angstroem sieves / hexane; tetrahydrofuran / 48 h / 25 °C / lipase from Pseudomonas cepacia 4: 10percent aq. HCl / methanol View Scheme |
(S)-2-azido-1-phenylethanol
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 15h; | 99% |
With hydrogen; sodium hydroxide In aq. phosphate buffer; water at 30℃; under 7500.75 Torr; for 4h; pH=9; Green chemistry; | 86% |
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating; | 80% |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
92% |
(S)-1-phenyl-2-nitroethanol
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h; | 92% |
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h; |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water for 18h; Reflux; enantioselective reaction; | 90% |
(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 760 Torr; for 8h; | 88% |
(S)-2-chloro-1-phenylethanol
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With ammonium hydroxide In methanol; water at 20℃; | 83% |
(S)-5-phenyl-1,3-oxazolidine-2-one
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol Heating; | 79% |
(S)-mandelamide
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With LiAlH In tetrahydrofuran 1.) reflux, 8 h, 2.) r.t., overnight; | 59% |
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating; | 30% |
With borane-THF In tetrahydrofuran for 12h; Heating; |
L-(+)-mandelamide
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran 1) 4h reflux 2) r.t.; | 54% |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
Stage #1: C8H10BrNO*ClH With sodium carbonate Stage #2: With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 14h; | 48% |
(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane acidolysis; | 27% |
2-Aminoacetophenone
B
(S)-2-Amino-1-phenyl-1-ethanol
C
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide; isopropyl alcohol Electrochemical reaction; | A 9% B n/a C n/a |
ethyl (R)-3-hydroxy-3-phenylbutanoate
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With sodium hydroxide; sodium hypobromide |
2-Amino-1-phenylethanol
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With L-Tartaric acid |
benzoyl cyanide
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; cobalt(II) chloride 2.) methanol; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(2R)-N-ethoxycarbonyl-2-phenyl-2-hydroxyethylamine
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts; |
(R)-benzyl N-(2-hydroxy-2-phenylethyl)carbamate
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts; |
2-acetamido-1-phenylethyl acetate
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol |
(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
2-amino-1-phenylethanol hydrochloride
(S)-2-Amino-1-phenyl-1-ethanol
N-((S)-2-Hydroxy-2-phenyl-ethyl)-butyramide
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 40h; Heating; | 235 mg |
Butyric acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts; |
Butyric acid (S)-2-benzyloxycarbonylamino-1-phenyl-ethyl ester
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts; |
Acetic acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol |
Acetic acid (S)-1-phenyl-2-[(thiophene-2-carbonyl)-amino]-ethyl ester
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol |
(4S)-4-phenyl[1,3]dioxolan-2-one
A
(S)-2-Amino-1-phenyl-1-ethanol
B
(R)-Phenylglycinol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium azide; water; hydrogen; palladium on activated charcoal 1.) DMF, 70 deg C, 48 h; 2.) ethanol, r.t.; Yield given. Multistep reaction; |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With tetrahydrofuran; lithium aluminium tetrahydride |
(S)-2-Amino-1-phenyl-1-ethanol
2-Bromoacetyl bromide
2-bromo-N-((S)-2-hydroxy-2-phenyl-ethyl)-acetamide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 20h; Inert atmosphere; | 100% |
di-tert-butyl dicarbonate
(S)-2-Amino-1-phenyl-1-ethanol
(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 100% |
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere; | 90% |
(S)-2-Amino-1-phenyl-1-ethanol
(-)-N-1-[2-[3-[4,5-Dihydro-5(R)-phenyloxazol-2-yl]-2-fluorophenoxy]ethyl]-N-hydroxyurea
Conditions | Yield |
---|---|
With thionyl chloride; triethylamine In dichloromethane; toluene | 97% |
formaldehyd
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
In water at 20℃; for 3h; pH=3; | 94% |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
Stage #1: [(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl] acetic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -25℃; for 0.166667h; Stage #2: (S)-2-Amino-1-phenyl-1-ethanol at 20℃; | 94% |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; (4S,5S)-2,4-bis(benzyloxy)-5-((benzyloxy)methyl)-5-hydroxycyclohexan-1-one In ethanol at 20℃; for 2h; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 8h; Cooling with ice; | 93.9% |
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; 7-methoxy-2-phenyl-4-(phenylsulfonyl)quinoline With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 15 - 20℃; for 2h; Stage #2: With hydrogenchloride | 92.4% |
3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; Inert atmosphere; | 92% |
(S)-2-Amino-1-phenyl-1-ethanol
3,5-bistrifluoromethylphenylisothiocyanate
N-((S)-(1-hydroxy-1-phenylethan-2-yl))-N'-(3,5-bis-(trifluoromethyl)phenyl)thiourea
Conditions | Yield |
---|---|
In dichloromethane at 40℃; for 3h; | 91% |
(R)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)pent-4-enoic acid
(S)-2-Amino-1-phenyl-1-ethanol
C22H25ClN2O3
Conditions | Yield |
---|---|
Stage #1: (R)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)pent-4-enoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: (S)-2-Amino-1-phenyl-1-ethanol With dmap In N,N-dimethyl-formamide at 0 - 20℃; | 89% |
2,6-Dichloro-4-morpholino-1,3,5-triazine
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 150℃; for 1h; Microwave irradiation; Sealed tube; | 88% |
2-((tert-butoxycarbonyl)amino)-3-(2-formyl-1H-indol-3-yl)propanoic acid
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 50℃; for 6h; Solvent; Reagent/catalyst; Meyers Oxazoline Synthesis; Sealed tube; diastereospecific reaction; | 87% |
(S)-2-Amino-1-phenyl-1-ethanol
benzyl chloroformate
(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; toluene at 20℃; | 86% |
formaldehyd
(S)-2-Amino-1-phenyl-1-ethanol
(S)-2-dimethylamino-1-phenylethanol
Conditions | Yield |
---|---|
In formic acid; water at 20 - 95℃; for 19h; | 86% |
With acetic acid; zinc In water at 20℃; for 3h; | 83.1% |
With formic acid at 20 - 95℃; | 56% |
With formic acid In water at 95℃; |
1,3-propanesultone
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
In toluene; acetonitrile for 3h; Heating / reflux; | 86% |
(S)-2-Amino-1-phenyl-1-ethanol
acetaldehyde
(S)-2-(ethylamino)-1-phenylethanol
Conditions | Yield |
---|---|
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 1h; Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h; Stage #3: With water; sodium hydroxide In ethanol | 86% |
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 1h; Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h; | 86% |
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 0.833333h; Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h; | 86% |
tert-Butyl [4-(chlorocarbonyl)phenyl]carbamate
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 25℃; | 86% |
(S)-2-Amino-1-phenyl-1-ethanol
1,1'-carbonyldiimidazole
(S)-5-phenyl-1,3-oxazolidine-2-one
Conditions | Yield |
---|---|
With 1H-imidazole In dichloromethane at 20℃; for 16h; | 86% |
With triethylamine In tetrahydrofuran at 60℃; | 85% |
2,2'-di(bromomethyl)-1,1'-binaphthalene
(S)-2-Amino-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 12h; Heating; | 84% |
Conditions | Yield |
---|---|
With ammonium acetate In methanol; water for 5h; Heating; | 83% |
The (S)-(-)-2-Phenylglycinol, with the CAS registry number 56613-81-1, has the systematic name of (1S)-2-amino-1-phenylethanol. It is a kind of slightly yellow powder, and belongs to the product category of Pharmacetical. And the molecular formula of this chemical is C8H11NO. What's more, it should be stored in sealed containers, and should keep dry and cool at the same time.
The physical properties of (S)-(-)-2-Phenylglycinol are as followings: (1)ACD/LogP: 0.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.5; (4)ACD/LogD (pH 7.4): -1.16; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1.01; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.572; (14)Molar Refractivity: 40.87 cm3; (15)Molar Volume: 124.1 cm3; (16)Polarizability: 16.2 10-24cm3; (17)Surface Tension: 48.8 dyne/cm; (18)Density: 1.104 g/cm3; (19)Flash Point: 125.3 °C; (20)Enthalpy of Vaporization: 55.18 kJ/mol; (21)Boiling Point: 283.5 °C at 760 mmHg; (22)Vapour Pressure: 0.00148 mmHg at 25°C.
You should be cautious while dealing with this chemical. It may cause burns, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@H](c1ccccc1)CN
(2)InChI: InChI=1/C8H11NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m1/s1
(3)InChIKey: ULSIYEODSMZIPX-MRVPVSSYBX
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