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3-甲酰乙基脱镁叶绿酸-b甲酯(10) 的合成2017-09-13

将122 mg化合物9(0.179 mml)溶解于15 mL 88%的甲酸溶液中, 室温搅拌6 h, 加入20 mL水和35 mL二氯甲烷, 分出有机层, 水层用二氯甲烷萃取(15 mL×3), 合并有机层并水洗一次, 用无水硫酸钠干燥.减压浓缩, 剩余物硅胶柱层析分离[洗脱剂: V(石油醚):V(乙酸乙酯)=4:1], 得到89 mg暗红色固体10 (0.139 mmol), 产率78%. mp. 215~217 ℃; UV-vis (CH2Cl2)λmax [ε/(L?mol-1?cm-1)]: 372 (1.58×103), 434 (9.87×104), 505 (2.14×103), 592 (3.95×103), 646 (4.24×103) nm; 1H NMR (CDCl3) δ: -1.47 (br s, 1H, NH), 0.64 (br s, 1H, NH), 1.84 (t, J=7.6 Hz, 3H, 8-CH3), 1.86 (d, J=7.2 Hz, 1H, 18-CH3), 2.23~2.41 (m, 2H, 17a+17b-H), 2.50~2.74 (m, 2H, 17a+17b-H), 4.06 (q, J=7.6 Hz, 2H, 8a-H), 3.32, 3.62, 3.91, 3.94 (each s, each 3H, OCH3+CH3), 4.24 (d, J=8.8 Hz, 1H, 17-H), 4.50 (q, J=7.4 Hz, 1H, 18-H), 4.99 (s, 2H, 3a-H), 6.27 (s, 1H, 132-H), 8.58, 9.67, 10.22 (each s, each 1H, meso-H), 10.25 (s, 1H, 3a-CHO), 11.13 (s, 1H, 7-CHO); 13C NMR (CDCl3) δ: 203.0, 201.3, 173.5, 173.3, 161.1, 151.7, 149.0, 145.0, 136.4, 136.0, 131.2, 130.6, 129.6, 129.2, 128.3, 122.5, 140.0, 97.2, 93.1, 56.6, 51.6, 50.9, 39.1, 31.0, 30.3, 25.8, 23.4, 19.5, 17.4, 12.1, 11.2; IR (KBr) v: 3459 (N—H), 2958 (C—H), 1737, 1717 (C=O), 1662 (C=C), 1564 (chlorin skeleton), 1443, 1373, 1241, 1070, 908 cm-1; EI-MS m/z: 637.5 (M+H+). Anal. calcd for C36H36N4O7: C 67.91, H 5.70, N 8.80; found C 67.80, H 5.81, N 8.77.

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