[CH:1]1[CH:6]=[C:5]2[C:7]([N:9]([CH2:12][C:13]([OH:15])=O)[C:10](=[O:11])[C:4]2=[CH:3][CH:2]=1)=[O:8].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:28]1([C:31](=[N:33]O)[NH2:32])[CH2:30][CH2:29]1.O>CN(C=O)C>[CH:28]1([C:31]2[N:33]=[C:13]([CH2:12][N:9]3[C:7](=[O:8])[C:5]4=[CH:6][CH:1]=[CH:2][CH:3]=[C:4]4[C:10]3=[O:11])[O:15][N:32]=2)[CH2:30][CH2:29]1N-Phthaloylglycine (90.7 g, 442 mmol) was dissolved in portions (because of clumping) in DMF (500 mL). 1,1′-Carbonyldiimidazole (78.9 g, 486 mmrol) was added in portions (attention CO evolution). The resulting suspension was heated at 80° C. for 20 min. and then cooled to rt, then cyclopropanecarboxamidoxime 1 added and then heated at 110° C. for 2 h. The solution was cooled to rt, then poured into water (4 L), stirred for 15 min, filtered, washed with water (400 mL) and (fried. Yield: 104 g (87%). Mp 115° C. m/z 269 (M).
読み込み中…
