반응 단계
To a solution of L-glutamic acid diethyl ester (0.81 g, 4.0 mmoles) and 4-(((3-amino-1,2-dihydro-1-oxobenzo[f]quinazolin-9-yl)amino)sulfonyl)benzoic acid (0.43 g, 0.9 mmoles) in dry dimethylformamide (20 ml) was added 1-hydroxybenzotriazole monohydrate (0.43 g, 3.2 mmoles) and dicyclohexylcarbodiimide (0.66 g, 3.2 mmoles). The solution was stirred at room temperature under a nitrogen atmosphere for 20 hrs, after which time the solvent was removed under reduced pressure. The residue was recrystallized successively from methylene chloride:methanol/9:1 and methanol to give diethyl N-(4-(((3-amino-1,2-dihydro-1-oxobenzo[f]quinazolin-9-yl)amino)sulfonyl)benzoyl)-L-glutamate as a white solid. (0.215 g, 36%). 1H NMR (DMSO-d6, 300 MHz) δ: 1.12 (t, J=7 Hz, 3H, ester-CH3); 1.15 (t, J=7 Hz, 3H, ester-CH3); 1.89-2.13 (m, 2H, glu-CH2); 2.40 (t, J=7.6 Hz, 2H, glu-CH2); 4.00 (q, J=7 Hz, 2H, ester-CH2); 4.08 (q, J=7 Hz, 2H, ester-CH2); 6.55 (br s, 2H, NH2); 7.16 (d, J=8.9 Hz, 1H, Ar); 7.23 (dd, J=8.7, 2 Hz, 1H, Ar); 7.73 (d, J=8.7 Hz, 1H, Ar); 7.89 (d, J=8.9 Hz, 1H, Ar); 7.96 (m, 4H, Ar); 8.89 (d, J=7.4 Hz, 1H, glu-NH); 9.48 (d, J=2 Hz, 1H, Ar); 10.67 (s, 1H, NH); 11.08 (s, 1H, NH). Anal. Calculated for C28H29N5O8S: C, 56.46; H, 4.91; N, 11.76; S, 5.38. Found: C, 56.45; H, 4.94; N, 11.75; S, 5.43.
