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CAS No.: | 90719-32-7 |
---|---|
Name: | (S)-4-Benzyl-2-oxazolidinone |
Article Data: | 183 |
Molecular Structure: | |
Formula: | C10H11NO2 |
Molecular Weight: | 177.203 |
Synonyms: | (4S)-4-benzyloxazolidin-2-one;S-4-benzyl-2-oxazolidinone;(S)-4-Benzyl-4-oxazolidinone;(S)-4-benzyl-2-oxazolidone;(S)-(-)-4-Benzyl-2-oxazolidincne;(S)-4-Benzyl-2-0xazolidinone;(S)-4-Benzyloxazolidin-2-one;(S)-(-)-4-benzyl-2-oxazolidinone;(S)-4-Benzyl-oxazolidin-2-one;S-(+)-4-Benzyl-2-oxazolidinone;S-4-Bhenyl-2-Oxazolidinone;(4S)-4-Benzyl-1,3-oxazolidin-2-one;(S)-4-(Benzyl)-2-Oxazolidinone;(S)-(+)-4-Benzyl-2-Oxazolidinone;(S)-4-benzyl-2-oxazolidenone; |
EINECS: | 618-632-6 |
Density: | 1.176 g/cm3 |
Melting Point: | 86-88 °C(lit.) |
Boiling Point: | 398.8 °C at 760 mmHg |
Flash Point: | 195 °C |
Solubility: | Insoluble in water. |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 24/25-36-26 |
PSA: | 38.33000 |
LogP: | 1.66630 |
Conditions | Yield |
---|---|
With potassium carbonate In ethyl acetate at 120 - 130℃; for 3h; | 100% |
With potassium carbonate In ethanol at 130 - 135℃; for 1h; | 88% |
With potassium carbonate at 135 - 140℃; for 2h; | 84% |
(4S,3'R)-3-[3'-(N,N-dibenzylamino)-3'-phenylpropanoyl]-4-benzyloxazolidin-2-one
A
(R)-3-phenyl-3-aminopropionic acid
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (4S,3'R)-3-[3'-(N,N-dibenzylamino)-3'-phenylpropanoyl]-4-benzyloxazolidin-2-one With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 16h; Stage #2: With hydrogenchloride In water pH=1 - 2; Stage #3: With Pearlman's catalist; hydrogen In methanol at 20℃; for 24h; | A 43% B 100% |
(S)-3-((2S,4S)-2-Azido-4-methyl-hexanoyl)-4-benzyl-oxazolidin-2-one
A
(S)-4-Benzyl-2-oxazolidinone
B
(2S,4S)-2-Azido-4-methyl-hexanoic acid
Conditions | Yield |
---|---|
Stage #1: (S)-3-((2S,4S)-2-Azido-4-methyl-hexanoyl)-4-benzyl-oxazolidin-2-one With lithium hydroxide In tetrahydrofuran; water at 0℃; for 1h; Stage #2: With hydrogenchloride In water pH=1 - 2; | A 99% B 96.7% |
methanol
(4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone
A
methyl (2R)-2-methyl-3-phenylpropanoate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 72h; | A 98% B 99% |
ethanol
(4S)-3-(dodecanoyl)-4-benzyl-2-oxazolidinone
A
ethyl laurate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 168h; | A 99% B 99% |
(4S)-3-(dodecanoyl)-4-benzyl-2-oxazolidinone
benzyl alcohol
A
benzyl dodecanoate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 168h; | A 83% B 99% |
(S)-4-benzyl-3-propionyl-2-oxazolidinone
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With methanol; C17H23BN2O at 25℃; under 760.051 Torr; for 1h; Inert atmosphere; chemoselective reaction; | 98% |
Multi-step reaction with 2 steps 1: 1.) di-n-butylboron triflate, N,N-diisopropylethylamine, 3.) aq. H2O2 / 1) CH2Cl2, 0 deg C, 30 min; 2) CH2Cl2, -78 deg C, 45 min, 0 deg C, 2 h; 3) methanol, 0 deg C, 1 h 2: 1.) trimethylaluminum / 1) CH2Cl2, toluene, rt, 1 h; 2) CH2Cl2, toluene, -20 deg C --> rt, rt, 1.5 h View Scheme | |
Multi-step reaction with 2 steps 1: 1.) dibutylboron trifluoromethanesulfonate, diisopropylethylamine / 1.) CH2Cl2, 0 deg C, 1 h, 2.) CH2Cl2, -78 deg C (1 h), room temp. (5 h) 2: 80 percent / LiBH4, H2O / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 98% B 96% |
N-(4-benzyl-2-oxo-oxazolidin-3-yl)-N-(5-chloro-1-propyl-pentyl)-benzamide
A
N-(5-chloro-1-propyl-pentyl)-benzamide
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran for 0.166667h; | A 97% B n/a |
tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate
A
(3R)-2-[3-(benzyloxy)benzyl]-4-tert-butoxy-4-oxobutanoic acid
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water for 3h; | A 97% B 89% |
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IUPAC Name: (4S)-4-benzyl-1,3-oxazolidin-2-one
Synonyms of (S)-4-Benzyl-2-oxazolidinone (CAS NO.90719-32-7): (S)-(-)-4-Benzyl-2-oxazolidinone
CAS NO: 90719-32-7
Molecular formula: C10H11NO2
Molecular Weight: 177.2
Molecular Structure:
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.551
Molar Refractivity: 48.08 cm3
Molar Volume: 150.5 cm3
Surface Tension: 43.2 dyne/cm
Density: 1.176 g/cm3
Flash Point: 195 °C
Enthalpy of Vaporization: 64.95 kJ/mol
Boiling Point: 398.8 °C at 760 mmHg
Vapour Pressure: 1.43E-06 mmHg at 25°C
Melting point: 86-88 °C(lit.)
Alpha: -62 o (C=1, CHCl3)
Storage temp: 0-6°C
Sensitive: Hygroscopic
Appearance: white to light yellow crystal powder
Product Categories of (S)-4-Benzyl-2-oxazolidinone (CAS NO.90719-32-7): Oxazolidinone;Chiral Compounds;chiral;Aromatics Compounds;Asymmetric Synthesis;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Chiral chemicals;Peptide;Aromatics;Chiral Reagents;Heterocycles;Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives
(S)-4-Benzyl-2-oxazolidinone (CAS NO.90719-32-7) is a kind of pharmaceutical intermediate.
Safety Information about (S)-4-Benzyl-2-oxazolidinone (CAS NO.90719-32-7):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 3-10
HS Code: 29349990
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.