Dimethyl N-(1-methylethyl)-glutamate → methyl (2S)-5-oxo-1-(propan-2-yl)pyrrolidine-2-carboxylate
Reaction equation
[CH3:1][CH:2]([NH:4][C@H:5]([C:12]([O:14][CH3:15])=[O:13])[CH2:6][CH2:7][C:8](OC)=[O:9])[CH3:3]>CO>[CH3:1][CH:2]([N:4]1[C:8](=[O:9])[CH2:7][CH2:6][C@H:5]1[C:12]([O:14][CH3:15])=[O:13])[CH3:3]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
Dimethyl N-(1-methylethyl)-glutamate (0.200 g) was dissolved in methanol and heated in a sealed tube in a microwave reactor at 140° C. for 20 minutes. Thin-layer chromatography indicated that the starting material remained intact so the solvent was evaporated and replaced with toluene. The mixture was heated at reflux temperature for ˜3 hrs and then evaporated to give methyl 1-(1-methylethyl)-5-oxo-prolinate (0.152 g) as a light yellow oil which was used in the subsequent step without further purification.