(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone supplier

Name
(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone
EINECS
CAS No. 152305-23-2
Article Data6
CAS DataBase
Density 1.257 g/cm³
Solubility
Melting Point 107-111 °C
Formula C₁₀H₁₂N₂O₂
Boiling Point 479.7 °C at 760 mmHg
Molecular Weight 192.217
Flash Point 243.9 °C
Transport Information
Appearance white crystalline powder
Safety 26-36/37
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Oxazolidinone,4-[(4-aminophenyl)methyl]-, (S)-;(4S)-4-(4-Aminobenzyl)-1,3-oxazolidin-2-one;(S)-4-(4-Aminobenzyl)-2-oxazolidinone;
PSA 64.35000
LogP 1.82970

Synthetic route

: 139264-55-4
(S)-4-(4'-nitrobenzyl)-1,3-oxazolidin-2-one

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol under 760 Torr; Ambient temperature;	79%
With indium; ammonium chloride In ethanol for 4h; Heating;	47%
With hydrogen; nickel In methanol at 30℃; for 6 - 7h;

: 726134-79-8
(S)-2-amino-3-(4-aminophenyl)propan-1-ol

: 105-58-8
Diethyl carbonate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
potassium carbonate at 115 - 135℃; for 2.5h;	75%

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

MeX: MeX

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / fuming HNO3 / CH2Cl2 / 2 h / 20 °C 2: 47 percent / NH4Cl; In / ethanol / 4 h / Heating View Scheme

: 63-91-2
L-phenylalanine

PhMgHal: PhMgHal

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 53 percent / conc. H2SO4, conc. HNO3 / 0.5 h / Ambient temperature 2: 76 percent / SOCl2 / 4 h / -10 - 40 °C 3: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating 4: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C 5: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature View Scheme

: 949-99-5
4-nitro-3-phenyl-L-alanine

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 76 percent / SOCl2 / 4 h / -10 - 40 °C 2: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating 3: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C 4: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature View Scheme

: 89288-22-2
(S)-(-)-2-amino-3-(4-nitrophenyl)propan-1-ol

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C 2: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature View Scheme

: 17193-40-7
(S)-4-nitrophenylalanine methyl ester hydrochloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating 2: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C 3: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature View Scheme

: 188404-34-4
(S)-N-butoxycarbonyl-4-aminophenylalaninol

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
With sodium methylate In methanol; butan-1-ol at 5 - 85℃; for 8.5h;

: 2059-76-9
4-iodophenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-iodophenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	90%

: 622-59-3
1-isothiocyanato-4-methylbenzene

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-3-p-tolylthiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	88%

: 2131-61-5
p-nitrophenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-nitrophenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)-phenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	82%

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 1985-12-2
4-Bromophenyl isothiocyanate

: (S)-1-(4-bromophenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)-phenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	80%

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 98-58-8
4-bromobenzenesulfonyl chloride

: (S)-4-bromo-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	79%

: 55747-45-0
ethyl 2-acetyl-5-(1,3-dioxo-1,3-dihydro-2-isoindolyl)pentanoate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 868622-21-3
ethyl (S)-3-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-5-[(2-oxooxazolidin-4-yl)methyl]-1H-indole-2-carboxylate

Conditions

Conditions	Yield
Stage #1: (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one With hydrogenchloride; sodium nitrite In methanol; water at -5 - 0℃; Industrial scale; Stage #2: ethyl 2-acetyl-5-(1,3-dioxo-1,3-dihydro-2-isoindolyl)pentanoate With sodium acetate In methanol; water at 0 - 30℃; Industrial scale; Stage #3: With hydrogenchloride In methanol for 6h; Fischer Indole Synthesis; Reflux; Industrial scale;	78%

: 100-52-7
benzaldehyde

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-((E)-4-(benzylideneamino)benzyl)oxazolidin-2-one

Conditions

Conditions	Yield
In methanol at 20℃; for 0.0833333h;	77.5%

: 98-59-9
p-toluenesulfonyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-methyl-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	76%

: 122-01-0
4-chloro-benzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-chloro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	75%

: 98-09-9
benzenesulfonyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	72%

: 122-04-3
4-nitro-benzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-nitro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	58%

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-methoxy-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	57%

: 100-07-2
4-methoxy-benzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-methoxy-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	54%

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-fluoro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	53%

: 403-43-0
4-fluorobenzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-fluoro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	50%

: 586-75-4
4-chlorobenzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-bromo-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	48%

: 98-88-4
benzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	47%

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 179534-87-3
(S)-4-(3-iodo-4-aminobenzyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
With Iodine monochloride; calcium carbonate In methanol; ethyl acetate	45%
With Iodine monochloride; calcium carbonate In methanol for 16h; Ambient temperature;

: 1544-68-9
4-fluorophenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-fluorophenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)-phenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	42%

: 103-72-0
phenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-3-phenylthiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	33%

: 98-60-2
4-chlorobenzenesulfonyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-chloro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	31%

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: (S)-4-nitro-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	28%

: 2284-20-0
4-Methoxyphenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-methoxyphenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)-phenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	27%

: 874-60-2
4-methyl-benzoyl chloride

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-4-methyl-N-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	24%

: 2131-55-7
4-Chlorophenyl isothiocyanate

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: (S)-1-(4-chlorophenyl)-3-(4-((2-oxooxazolidin-4-yl)methyl)-phenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In acetone Reflux;	19%

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 4-((S)-2-Oxo-oxazolidin-4-ylmethyl)-benzenediazonium; chloride

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃; for 0.5h;
With hydrogenchloride; sodium nitrite In water at -10 - 30℃; for 3h;
With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;

: 152305-23-2
(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

: 179636-99-8
(S)-2-<5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indol-3-yl>ethyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ICl, CaCO3 / methanol / 16 h / Ambient temperature 2: Na2CO3, MgSO4, Pd(OAc)2 / dimethylformamide / 16 h / 110 °C 3: 5 N HCl / methanol / 19 h / Ambient temperature View Scheme

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Chemical Properties

Product Name: 2-Oxazolidinone,4-[(4-aminophenyl)methyl]-, (4S)- (CAS NO.152305-23-2)

Molecular Formula: C₁₀H₁₂N₂O₂
Molecular Weight: 192.21g/mol
Mol File: 152305-23-2.mol
Melting Point: 107-111 °C
H bond acceptors: 4
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 64.35Å²
Index of Refraction: 1.6
Molar Refractivity: 52.322 cm³
Molar Volume: 152.871 cm³
Surface Tension: 53.826 dyne/cm
Boiling point: 479.7 °C at 760 mmHg
Flash Point: 243.9 °C
Density: 1.257 g/cm³
Surface Tension: 53.8 dyne/cm
Enthalpy of Vaporization: 74.4 kJ/mol
Vapour Pressure: 2.32E-09 mmHg at 25°C
Product Categories: chiral; Chiral Reagents; Asymmetric Synthesis; Chiral Building Blocks; Glycidyl Compounds, etc. (Chiral); Synthetic Organic Chemistry; Intermediates & Fine Chemicals; Pharmaceuticals; API's

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Safety Profile

Safety Information of 2-Oxazolidinone,4-[(4-aminophenyl)methyl]-, (4S)- (CAS NO.152305-23-2):
Hazard Codes: Xn Harmful
Risk Statements: 22-36/37/38
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-36/37
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
WGK Germany: 2

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Specification

2-Oxazolidinone,4-[(4-aminophenyl)methyl]-, (4S)- , its CAS NO. is 152305-23-2, the synonyms are (4s)-4-[(4-Aminophenyl)methyl]-2-oxazolidinone ; (s)-4-(4'-Aminobenzyl)-1,3-oxazolidin-2-one ; (s)-4-(4-Aminobenzyl)-1,3-oxazolidin-2-one ; (s)-4-(4-Aminobenzyl)-2(1h)-oxazolidinone ; (s)-4-(4'-Aminobenzyl)-2-oxazolidinone ; (s)-4-(4-Aminobenzyl)-2-oxazolidinone ; (s)-4-(4-Amino-benzyl)-oxazolidin-2-one ; (s)-4-(4-Amino-benzyl)-oxazolidine-2-one .

Product Name

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone

Synthetic route

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Chemical Properties

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Safety Profile

(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone Specification

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