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(R)-(+)-4-Isopropyl-2-oxazolidinone

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Products Intro: Product Name:(R)-(+)-4-Isopropyl-2-oxazolidinone
CAS:95530-58-8
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CAS:95530-58-8
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CAS:95530-58-8
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Products Intro: Product Name:(R)-4-isopropyloxazolidin-2-one
CAS:95530-58-8
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Products Intro: Product Name:(R)-4-Isopropyloxazolidin-2-one
CAS:95530-58-8
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(R)-(+)-4-Isopropyl-2-oxazolidinone manufacturers

(R)-(+)-4-Isopropyl-2-oxazolidinone Basic information
Product Name:(R)-(+)-4-Isopropyl-2-oxazolidinone
Synonyms:(R)-(+)-4-ISOPROPYL-2-OXAZOLIDINONE;(R)-4-ISOPROPYL-2-OXAZOLIDINONE;(4R)-4-ISOPROPYL-1,3-OXAZOLIDIN-2-ONE;(4R)-(+)-4-ISOPROPYL-2-OXAZOLIDINONE;(4R)-(+)-ISOPROPYL-2-OXAZOLIDINONE;4-R-ISOPROPYL-OXAZOLIDIN-2-ONE;(R)-4-Isopropyl-2-oxazolidinone;-4-Isopropyloxazolidin-2-one
CAS:95530-58-8
MF:C6H11NO2
MW:129.16
EINECS:
Product Categories:Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives;chiral;Asymmetric Synthesis;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Peptide;Oxazolidinone;Pyrazoles,Pyrazines
Mol File:95530-58-8.mol
(R)-(+)-4-Isopropyl-2-oxazolidinone Structure
(R)-(+)-4-Isopropyl-2-oxazolidinone Chemical Properties
Melting point 70-73 °C
alpha -18 º (c=1, ethanol)
Boiling point 239.22°C (rough estimate)
density 1.04 g/cm3
refractive index 1.4300 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility very faint turbidity in EtOH
pka12.72±0.40(Predicted)
form Crystalline Powder
color White
Optical Rotation[α]20/D +17°, c = 6 in ethanol
Water Solubility Soluble
BRN 5376658
InChIInChI=1S/C6H11NO2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m0/s1
InChIKeyYBUPWRYTXGAWJX-YFKPBYRVSA-N
SMILESO1C[C@@H](C(C)C)NC1=O
CAS DataBase Reference95530-58-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
3
HS Code 29349990
MSDS Information
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(R)-(+)-4-Isopropyl-2-oxazolidinone English
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(R)-(+)-4-Isopropyl-2-oxazolidinone Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses(R)-4-Isopropyloxazolidin-2-one is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
Synthesis
(R)-(-)-2-Amino-3-methyl-1-butanol

4276-09-9

Carbon dioxide

124-38-9

(R)-(+)-4-Isopropyl-2-oxazolidinone

95530-58-8

To a dry Schlenk tube containing DMSO-d6 (1 mL) and cesium carbonate (33 mg, 0.1 mmol) was added (S)-1a (0.1114 mL, 1 mmol). The reaction mixture was frozen in a liquid nitrogen bath (-196 °C), followed by evacuation to remove air and replacement with CO2 gas. After thawing to 25 °C, a balloon (1 L) containing CO2 was connected to the reaction tube. The reaction system was stirred at 150°C for 24 hours. Upon completion of the reaction, the crude product was analyzed by 1H NMR and the yield was calculated using the internal standard N,N-dimethylformamide as reference. Subsequently, DMSO-d6 was removed by distillation under reduced pressure conditions (6 mmHg, 50 °C).The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 3:1) to afford the target product (S)-4-isopropyloxazolidin-2-one ((S)-2a) as a white solid in 80% isolated yield (103.3 mg, 0.80 mmol).

References[1] Journal of Organic Chemistry, 2000, vol. 65, # 15, p. 4759 - 4761
[2] Tetrahedron Letters, 2013, vol. 54, # 35, p. 4717 - 4720
Tag:(R)-(+)-4-Isopropyl-2-oxazolidinone(95530-58-8) Related Product Information
3-Methyl-2-butanone Isopropyl acetate Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT) ISOXAFLUTOLE ISOPROPYL LAURATE 2-Methyl-4-isothiazolin-3-one 1,2-Benzisothiazol-3(2H)-one Isopropyl alcohol (R)-(+)-4-TERT-BUTYL-2-OXAZOLIDINONE (-)-CHIRACAMPHOX CETHROMYCIN (R)-(+)-4-ISOPROPYL-5,5-DIPHENYL-2-OXAZOLIDINONE (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE,N-PROPIONYL-(4R)-ISOPROPYL- 2-OXAZOLIDINONE (4S)-(-)-4-Isopropyl-2-oxazolidinone N-PROPIONYL-(4S)-ISOPROPYL- 2-OXAZOLIDINONE,(S)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE Oxazole Oxazoline 2-Oxazolidone