C=O.C([N:10]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]1=O)C1C=CC=CC=1.[CH2:17]([NH:24][CH2:25][C:26]([OH:28])=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O.[C:30]1([CH3:36])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:36]([C:13]12[CH2:12][CH2:11][C:26](=[O:28])[CH:25]1[N:24]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:10][C:14]2=[O:15])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1Paraformaldehyde (13.5 g) was added to a solution of N-benzylmaleimide (10.8 g; 60 mmol) and N-benzylglycine (9.9 g; 60 mmol) in toluene (400 mL) and the resulting mixture was refluxed with azeotropic removal of water, for 10 hours. The mixture was cooled to room temperature and was concentrated in vacuo. The mixture was purified by flash chromatography (30% EtOAc in hexane) to afford 15 g (78%) of the title product (I-1 a), as an amorphous solid.
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