| Identification | Back Directory | [Name]
4-Oxazolidinecarboxylicacid,2-oxo-,methylester,(4R)-(9CI) | [CAS]
144542-43-8 | [Synonyms]
(4R)-(9CI)
R-2-Oxo-4-oxazolidinecarboxylic acid
methyl (R)-2-oxooxazolidine-4-carboxylate
(R)-Methyl 2-oxooxazolidine-4-carboxylate
methyl (4R)-2-oxo-1,3-oxazolidine-4-carboxylate
(R)-2-Oxo-4-oxazolidinecarboxylic acid methyl ester
4-Oxazolidinecarboxylicacid,2-oxo-,methylester,(4R)-
4-Oxazolidinecarboxylic acid, 2-oxo-, Methyl ester, (R)-
4-Oxazolidinecarboxylicacid,2-oxo-,methylester,(4R)-(9CI) | [Molecular Formula]
C5H7NO4 | [MDL Number]
MFCD11505659 | [MOL File]
144542-43-8.mol | [Molecular Weight]
145.11 |
| Chemical Properties | Back Directory | [Boiling point ]
357.8±31.0 °C(Predicted) | [density ]
1.320 | [storage temp. ]
2-8°C | [pka]
10.82±0.40(Predicted) | [Appearance]
Colorless to light yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of methyl 2-oxoxoxazolidine-4-carboxylate from tritiated gas and L-serine methyl ester hydrochloride: a THF solution of tritiated gas (60 mL, 11.4 g, 38.58 mmol, 1.0 eq.) was slowly added to a tetrahydrofuran (THF, 90 mL) suspension of L-serine methyl ester hydrochloride (6 g, 38.58 mmol). The reaction mixture was heated to reflux for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by rapid chromatography on silica gel (eluent ratio: ethyl acetate/hexane = 3:1) to afford the target product methyl 2-oxoxoxazolidine-4-carboxylate (4.38 g, 78% yield) as a white solid. | [References]
[1] Chemistry - A European Journal, 2007, vol. 13, # 1, p. 135 - 149
[2] Recueil des Travaux Chimiques des Pays-Bas, 1995, vol. 114, # 4-5, p. 163 - 170
[3] Tetrahedron Letters, 1995, vol. 36, # 49, p. 8961 - 8964
[4] Journal of the American Chemical Society, 1999, vol. 121, # 33, p. 7509 - 7516
[5] Organic Letters, 2011, vol. 13, # 22, p. 6010 - 6013 |
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