(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
![(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Structure](CAS/GIF/77943-39-6.gif)
- CAS No.
- 77943-39-6
- Chemical Name:
- (4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
- Synonyms
- (4R,5S)-4-Methyl-5-phenyloxazolidin-2-one;(4S,5S)-4-Methyl-5-phenyloxazolidin-2-one;TB-2039;4-methyl-5-phenyl-2-oxazolidinone;5β-Phenyl-4β-methyloxazolidine-2-one;4α-Methyl-5α-phenyloxazolidine-2-one;4-Methyl-5-phenyl-1,3-oxazolidin-2-one;(4R-5S)-4-Methyl-5-Phenyl-2-Oxazocidin;(4R,5S)-4-Methyl-5-phenyl-2-oxazolidone;(4R,5S)-4-Methyl-4-phenyl-2-oxazolidone
- CBNumber:
- CB5321737
- Molecular Formula:
- C10H11NO2
- Molecular Weight:
- 177.2
- MOL File:
- 77943-39-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/5/25 10:25:51
Melting point | 121-123 °C(lit.) |
---|---|
Boiling point | 309.12°C (rough estimate) |
Density | 1.1607 (rough estimate) |
refractive index | 1.5168 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
form | Liquid |
pka | 12.35±0.60(Predicted) |
color | Clear colorless to yellow-brown, may darken in storage |
optical activity | [α]18/D +168°, c = 2 in chloroform |
BRN | 1211705 |
InChI | InChI=1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m1/s1 |
InChIKey | PPIBJOQGAJBQDF-VXNVDRBHSA-N |
SMILES | O1[C@@H](C2=CC=CC=C2)[C@@H](C)NC1=O |
CAS DataBase Reference | 77943-39-6(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
Hazard Codes | N |
Safety Statements | 22-24/25 |
WGK Germany | 3 |
HS Code | 29349990 |
(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Chemical Properties,Uses,Production
Chemical Properties
white to light yellow crystal powde
Uses
(4R,5S)-4-Methyl-5-phenyloxazolidinone is used as effective chiral auxiliary for conjugate addition asymmetric synthesis of (-)-aplysillamide B.
Preparation
To a solution of (1S,2R)-norephedrine (40 g, 0.26 mol) in toluene (400 mL) was added diethyl carbonate (37 mL, 0.32 mol). The mixture was heated to reflux (under Ar) while 40 mL of solvent was removed through the use of a Dean–Stark apparatus. The mixture was allowed to cool for 20 min, and then sodium methoxide (1 g) was added. Upon reheating, an EtOH/toluene azeotropic mixture was removed at 75–77 °C. After 3 h, the reaction was complete and the temperature of the mixture had increased to 125 °C. The mixture was left to stand at room temperature for 16 h, whereupon (4R,5S)-4-methyl-5-phenyloxazolidin-2-one (40.6 g) crystallized and could be collected. The solvent was removed from the filtrate in vacuo and the residue was redissolved in EtOAc (250 mL). This solution was washed with brine (50 mL) and a precipitate was removed by filtration. The solvent was then removed in vacuo and toluene (50 mL) was added to the residue. Removal of the toluene by distillation yielded oily crystals of the oxazolidinone, which were washed with Et2O to afford 4.5 g (total 45 g, 97%).
(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
Malladi Drugs AND Pharmaceuticals Limited | +91-9004653310 +91-9003056437 | Tamil Nadu, India | 69 | 58 | Inquiry |
Embio Limited | +91-9004390567 +91-9004390567 | Maharashtra, India | 33 | 58 | Inquiry |
EMMELLEN BIOTECH PHARMACEUTICALS LTD | +91-22-66797200 | New Delhi, India | 52 | 61 | Inquiry |
OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
EMBIO LIMITED | +91 22 6679 7200 | New Delhi, India | 14 | 58 | Inquiry |
Manus Aktteva Biopharma LLP | 08048250218Ext 800 | Ahmedabad, India | 655 | 58 | Inquiry |
Reax Chemicals | 08048372701Ext 416 | Hyderabad, India | 4223 | 58 | Inquiry |
MALLADI DRUGS AND PHARMACEUTICALS LTD | 044 – 66876900 | New Delhi, India | 44 | 58 | Inquiry |
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